CN201811941U - Ionization device used for desorption electrospray mass spectrometry (MESI-MS) of liquid sample - Google Patents
Ionization device used for desorption electrospray mass spectrometry (MESI-MS) of liquid sample Download PDFInfo
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- CN201811941U CN201811941U CN2010202035765U CN201020203576U CN201811941U CN 201811941 U CN201811941 U CN 201811941U CN 2010202035765 U CN2010202035765 U CN 2010202035765U CN 201020203576 U CN201020203576 U CN 201020203576U CN 201811941 U CN201811941 U CN 201811941U
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- 239000007788 liquid Substances 0.000 title abstract description 8
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 title abstract description 4
- 238000003795 desorption Methods 0.000 title abstract description 3
- 239000000523 sample Substances 0.000 claims abstract description 105
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 239000012530 fluid Substances 0.000 claims description 50
- 238000000119 electrospray ionisation mass spectrum Methods 0.000 claims description 32
- 239000007921 spray Substances 0.000 claims description 25
- 239000007789 gas Substances 0.000 claims description 10
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 238000000210 desorption electrospray ionisation mass spectrometry Methods 0.000 claims 2
- 238000004949 mass spectrometry Methods 0.000 abstract description 3
- 238000010926 purge Methods 0.000 abstract description 3
- 238000000132 electrospray ionisation Methods 0.000 abstract 2
- 238000009776 industrial production Methods 0.000 abstract 1
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 description 14
- 150000002500 ions Chemical class 0.000 description 9
- WMYLYYNMCFINGV-CKCBUVOCSA-N (2s)-2-amino-5-[[(2r)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-oxopentanoic acid Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O.OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O WMYLYYNMCFINGV-CKCBUVOCSA-N 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 7
- 229960003638 dopamine Drugs 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229960003180 glutathione Drugs 0.000 description 6
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Natural products OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012634 fragment Substances 0.000 description 4
- 230000015784 hyperosmotic salinity response Effects 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- OWHRXGOUYLKIPH-UHFFFAOYSA-N 2-cyclohexa-1,5-dien-1-ylacetic acid Chemical compound OC(=O)CC1=CCCC=C1 OWHRXGOUYLKIPH-UHFFFAOYSA-N 0.000 description 3
- 102000008192 Lactoglobulins Human genes 0.000 description 3
- 108010060630 Lactoglobulins Proteins 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000012472 biological sample Substances 0.000 description 3
- 238000000688 desorption electrospray ionisation Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000001819 mass spectrum Methods 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000002798 spectrophotometry method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000065 atmospheric pressure chemical ionisation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005251 capillar electrophoresis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000001396 desorption atmospheric pressure chemical ionisation Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 238000000375 direct analysis in real time Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000012063 dual-affinity re-targeting Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 238000000752 ionisation method Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
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Abstract
The utility model relates to an ionization device used for desorption electrospray mass spectrometry (MESI-MS) of a liquid sample, and mainly solves the problems of the prior art that the liquid sample needs to be put on a face plate and is desorbed or ionized in a purge rebound manner by using a high-speed electrospray ionization (ESSI) probe, resulting in the difficulty of adjusting the sample position and low ionization efficiency. The ionization device used comprises a high-speed electrospray ionization (ESSI) probe (1), a liquid sample delivery pump (9) and a mass spectrometry device (11), wherein the ESSI probe (1) consists of a high-voltage power source (4), a probe bar (7) and a jacket (8); the probe bar (7) is connected with the high-voltage power source (4) an used for delivering a solvent; and the jacket (8) is arranged outside the probe bar (7) and used for delivering a high-pressure gas. With the technical scheme that the liquid sample delivery pump (9) is connected with a capillary tube (10) used for delivering the liquid sample, the ionization device overcomes the problems of the prior art in a better way, and can be applied to the industrial production of mass spectrometry devices.
Description
Technical field
The utility model relates to a kind of fluid sample and resolves electrospray ionization mass spectrum DESI-MS ionization device.
Background technology
Atmospheric pressure mass spectrum ionization technique is the new ionization technique of a class that grew up in recent years, its allows under atmospheric pressure ionized sample and sample pretreatment simple, comprise and resolve electron spray ionisation DESI, directly real-time ionization DART, analyzing atmospheric pressure chemical ionization DAPCI etc., resolving electron spray ionisation DESI is wherein a kind of representational ionization method, usually resolve electrospray ionization mass spectrum DESI-MS and be used for analysing solid sample, can be used for detection and structure analysis that polar compound sample and biological sample comprise biomacromolecule.
Document Direct Analysis of Liquid Samples by Desorption Electrospray Ionization-MassSpectrometry (DESI-MS) (Zhixin Miao and Hao Chen, Journal of the America Society for MassSpectrometry.2009,20,10-19) reported first parsing electrospray ionization mass spectrum DESI-MS be directly used in analyzing liquid sample, the mass range that the solid sample parsing electrospray ionization mass spectrum DESI-MS that this fluid sample parsing electrospray ionization mass spectrum DESI-MS is more traditional analyzes is wideer, do not need chromatogram pre-separation and processing, reduced the step of sample drying, and salt tolerance has preferably been arranged.But the interface when this fluid sample is resolved electrospray ionization mass spectrum DESI-MS analysis polar compound sample and biological sample solution still needs fluid sample is flowed out to a panel from kapillary, adopt high speed electron spray ionisation ESSI probe to purge then, analyze component and purged bounce-back, resolved or ionization and import mass spectrophotometry then, the problem that the location is difficult to regulate, ionizing efficiency is lower.
Summary of the invention
Technical problem to be solved in the utility model is that existing fluid sample parsing electrospray ionization mass spectrum ionization device need place fluid sample one panel, sample is resolved or ionization by the mode that high speed electron spray ionisation ESSI probe purges bounce-back, the problem that the location is difficult to regulate, ionizing efficiency is lower provides a kind of new fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device.This device has that device is simple, easy to operate, ionizing efficiency is high, the good advantage of anti-salt depression effect.
For solving the problems of the technologies described above, the technical solution adopted in the utility model is as follows: a kind of fluid sample is resolved electrospray ionization mass spectrum DESI-MS ionization device, comprise high speed electron spray ionisation ESSI probe (1), fluid sample discharge pump (9) and mass detector (11), its high speed electron spray ionisation ESSI probe (1) by high-voltage power supply (4) but and be attached thereto the probe rod (7) of the delivery solvent that connects and probe rod (7) is outer can carry the chuck (8) of gases at high pressure to form, fluid sample discharge pump (9) links to each other with the kapillary (10) of conveying fluid sample.
In the technique scheme, the top of probe rod (7) and kapillary (10) top of conveying fluid sample and the injection port (12) of mass detector (11) are located along the same line.
When fluid sample of the present utility model is resolved electrospray ionization mass spectrum DESI-MS ionization device analysis polar compound sample and biological sample solution, carry the fluid sample that the spraying solvent is directly resolved or ionization is flowed out from the kapillary (10) of carrying fluid sample of electric charge by the high speed of high speed electron spray ionisation ESSI probe (1), thereby parsing such as the component that needs in the fluid sample to analyze such as protein or ionization are produced ion, it is transferred to gas phase form the gas phase dry ion, and importing mass detector (11) is analyzed, need not have fluid sample now and resolve the used Reflector Panel of electron spray DESI ionization device, improved ionizing efficiency, and the position is regulated easily.Because high speed electron spray ionisation ESSI probe (1) separates with the fluid sample that fluid sample discharge pump (9) is carried, can adopt different dicyandiamide solutions, the solvent of high speed electron spray ionisation ESSI probe (1) can have the effect of extraction and selection to the fluid sample component, thereby has higher salt tolerance.Fluid sample is resolved electrospray ionization mass spectrum DESI-MS ionization device can be easily and other sample separation or pretreating device such as high-efficient liquid phase chromatogram HPLC, couplings such as Capillary Electrophoresis CE, electrochemical cell EC.
Adopt the utility model fluid sample to resolve protein β-lactoglobulinA (molecular weight MW 18.4kDa) sample that electrospray ionization mass spectrum DESI-MS ionization device is analyzed 20 μ M, can access+the serial quasi-molecular ion peak of 11～+ 18 valencys, the signal intensity of+18 valency quasi-molecular ions reaches 8.0 * 10
4Cps; The dopamine D opamine (molecular weight MW153Da) that analyzes 1.0mM contains the aqueous sample of 10mM sodium chloride salt, the solvent of high speed electron spray ionisation ESSI probe adopts the water/methyl alcohol (volume ratio 1: 1) that contains 1% acetate, still can obtain the protonated quasi-molecular ion peak of good Dopamine [M+H]
+(m/z154) and take off [NH
3] fragment peak [M-NH
3+ H]
+, quasi-molecular ion peak [M+H]
+(m/z154) mass signal intensity reaches 9.0 * 10
4Cps; Analyze 3,4-dihydrophenylacetic acid (molecular weight MW 168Da) obtains losing the quasi-molecular ion peak [M-H] of proton under negative ion mode
-(m/z 167) and take off the fragment peak [M-COOH] of [COOH]
-(m/z 123), quasi-molecular ion peak [M-H]
-The signal intensity of (m/z 167) reaches 2.5 * 10
4Cps, ionization device of the present utility model is not only applicable to the analysis of biomacromolecule, has good salt tolerance, and can freely select the negative ions pattern.Under identical mass spectrum condition, adopt the utility model fluid sample to resolve glutathione Glutathione (GSH, the molecular weight MW 307Da) quasi-molecular ion peak [GSH+H] that electrospray ionization mass spectrum DESI-MS ionization device obtains
+Intensity is 1.1 * 10
7Cps, and adopt existing fluid sample to resolve the glutathione Glutathione quasi-molecular ion peak [GSH+H] that electron spray ionisation device DESI-MS (literature method) obtains
+Intensity 1.2 * 10
5Cps, the signal intensity that mass signal strength ratio the utility model obtains is hanged down 2 orders of magnitude.Employing the utility model appliance arrangement is simple, easy to operate, ionizing efficiency is high, anti-salt depression effect is good, has obtained better technical effect.
Description of drawings
Fig. 1 resolves the schematic flow sheet of electrospray ionization mass spectrum DESI-MS ionization device for the utility model fluid sample.
Fig. 2 resolves the electrospray ionization mass spectrum DESI-MS ionization device analysing protein mass spectrogram that β-lactoglobulin A obtains for adopting the utility model fluid sample.
Fig. 3 analyzes the mass spectrogram that dopamine D opamine obtains for adopting the utility model fluid sample to resolve electrospray ionization mass spectrum (DESI-MS) ionization device.
Fig. 4 analyzes 3, the mass spectrogram that 4-dihydrophenylacetic acid adopts negative ion mode to obtain for adopting the utility model fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device.
Fig. 5 analyzes the mass spectrogram that glutathione Glutathione obtains for adopting the utility model fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device.
1 is that high speed electron spray ionisation ESSI probe, 2 is the colvent inlet of high speed electron spray ionisation ESSI probe among Fig. 1,3 is the kapillary of high speed electron spray ionisation ESSI probe delivery solvent, 4 is the high-voltage power supply of high speed electron spray ionisation ESSI probe, 5 is high voltage ground connection, 6 is high velocity fog gas (nitrogen), 7 is the probe rod of delivery solvent, 8 for carrying the chuck of gases at high pressure, 9 is the fluid sample discharge pump, 10 for carrying the kapillary of fluid sample, 11 is mass detector, and 12 is the inlet of mass detector.
The utility model technology workflow be: adopt infusion pump from the colvent inlet 4 input solvents of high speed electron spray ionisation ESSI probe 1, flow out from the electron spray outlet of probe rod 7, high voltage source 4 applies high voltage, high velocity fog gas 6 input gases at high pressure, the outlet of the probe rod 7 of delivery solvent produces takes at a high speed charged vaporific drop; Fluid sample to be analyzed is flowed out by the capillary outlet 10 of carrying fluid sample, enter the below of the electron spray outlet 10 of high speed electron spray ionisation ESSI probe 1, taken charged vaporific drop parsing or ionization formation ion by the high speed of high speed electron spray ionisation ESSI probe 1, and transferred to gas phase by it and form the gas phase dry ion, the entrance 12 that enters then mass detector 11 detects.
Below by embodiment the utility model is further elaborated.
Embodiment
[embodiment 1]
Adopt the utility model fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device analysing protein β-lactoglobulin A (molecular weight MW 18.4kDa), instrument condition sees the following form 1, and mass spectrogram is seen Fig. 2.
Table 1 is analyzed the mass spectrometer condition of β-lactoglobulin A
As can be seen from Figure 2, adopt the utility model fluid sample to resolve protein β-lactoglobulinA (molecular weight MW 18.4kDa) sample that electrospray ionization mass spectrum DESI-MS ionization device is analyzed 20 μ M, can access+the serial quasi-molecular ion peak of 11～+ 18 valencys, the signal intensity of+18 valency quasi-molecular ions reaches 8.0 * 10
4Cps illustrates that ionization device of the present utility model can be applied to the analysis of biomacromolecule.
[embodiment 2]
Adopt the utility model fluid sample to resolve dopamine D opamine (the molecular weight MW 153Da) aqueous solution that the analysis of electrospray ionization mass spectrum DESI-MS ionization device contains sodium chloride salt, instrument condition sees the following form 2, and mass spectrogram is seen Fig. 3.
Table 2 is analyzed the mass spectrometer condition of dopamine D opamine
As can be seen from Figure 3, adopt the utility model fluid sample to resolve dopamine D opamine (the molecular weight MW 153Da) aqueous sample that electrospray ionization mass spectrum DESI-MS ionization device is analyzed 1.0mM, contain the 10mM sodium chloride salt in the sample, the solvent of high speed electron spray ionisation ESSI probe adopts the water/methyl alcohol (volume ratio 1: 1) that contains 1% acetate, still can obtain the protonated quasi-molecular ion peak of good Dopamine [M+H]
+(m/z154) and take off [NH
3] fragment peak [M-NH
3+ H]
+, quasi-molecular ion peak [M+H]
+(m/z154) mass signal intensity reaches 9.0 * 10
4Cps illustrate that ionization device of the present utility model has good salt tolerance, and the anti-salt depression effect of common electrospray ionization mass spectrum ESI-MS is relatively poor.
[embodiment 3]
Adopt the utility model fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device and analyze 3,4-dihydrophenylacetic acid (molecular weight MW 168Da), instrument condition sees the following form 3, and mass spectrogram is seen Fig. 4.
Table 3 analyzes 3, the mass spectrometer condition of 4-dihydrophenylacetic acid
As can be seen from Figure 4, adopt the utility model fluid sample to resolve electrospray ionization mass spectrum DESI-MS ionization device and analyze 3,4-dihydrophenylacetic acid (molecular weight MW 168Da) obtains losing the quasi-molecular ion peak [M-H] of proton under negative ion mode
-(m/z 167) and take off the fragment peak [M-COOH] of [COOH]
-(m/z 123), quasi-molecular ion peak [M-H]
-The signal intensity of (m/z 167) reaches 2.5 * 10
4Cps illustrates that the utility model fluid sample resolves electrospray ionization mass spectrum DESI-MS ionization device and can freely select the negative ions pattern.
[comparative example 1]
Adopt the utility model fluid sample to resolve the comparison that electrospray ionization mass spectrum DESI-MS ionization device is analyzed glutathione Glutathione (GSH, molecular weight MW 307Da), instrument condition sees the following form 4, and mass spectrogram is seen Fig. 5.Under identical condition, adopt the electrospray ionization mass spectrum DESI-MS ionization device of bibliographical information, the mass spectrogram that obtains is seen Fig. 6.
Table 4 is analyzed the mass spectrometer condition of glutathione Glutathione
From Fig. 5 and Fig. 6 more as can be seen, under identical mass spectrum condition, adopt the utility model fluid sample to resolve glutathione Glutathione (GSH, the molecular weight MW 307Da) quasi-molecular ion peak [GSH+H] that electrospray ionization mass spectrum DESI-MS ionization device obtains
+Intensity is 1.1 * 10
7Cps, and adopt existing fluid sample to resolve the glutathione Glutathione quasi-molecular ion peak intensity 1.2 * 10 that electron spray ionisation device DESI-MS (literature method) obtains
5Cps, the signal intensity that mass signal strength ratio the utility model obtains is hanged down 2 orders of magnitude.
Can illustrate by top embodiment, the utlity model has the advantage that device is simple, easy to operate, ionizing efficiency is high, be applicable to the mass spectrophotometry of polar compound.
Claims (2)
1. a fluid sample is resolved electrospray ionization mass spectrum DESI-MS ionization device, comprise high speed electron spray ionisation ESSI probe (1), fluid sample discharge pump (9) and mass detector (11), its high speed electron spray ionisation ESSI probe (1) by high-voltage power supply (4) but and be attached thereto the probe rod (7) of the delivery solvent that connects and probe rod (7) is outer can carry the chuck (8) of gases at high pressure to form, fluid sample discharge pump (9) links to each other with the kapillary (10) of conveying fluid sample.
2. fluid sample according to claim 1 is resolved electrospray ionization mass spectrum DESI-MS ionization device, it is characterized in that the top of probe rod (7) and carries kapillary (10) top of fluid sample and the injection port (12) of mass detector (11) to be located along the same line.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010202035765U CN201811941U (en) | 2010-05-26 | 2010-05-26 | Ionization device used for desorption electrospray mass spectrometry (MESI-MS) of liquid sample |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010202035765U CN201811941U (en) | 2010-05-26 | 2010-05-26 | Ionization device used for desorption electrospray mass spectrometry (MESI-MS) of liquid sample |
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|---|---|
| CN201811941U true CN201811941U (en) | 2011-04-27 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103048378A (en) * | 2012-12-20 | 2013-04-17 | 上海华质生物技术有限公司 | Mass spectrum sampling and ionization device for direct extraction and ionization of sample, and method of device |
| CN106018540A (en) * | 2016-07-12 | 2016-10-12 | 陕西师范大学 | Laminar diffusion electrospray ionization mass spectrometry device and method for rapidly obtaining protein conformation under continuous pH |
| CN106796866A (en) * | 2014-04-11 | 2017-05-31 | 香港大学 | Method and system for atmospheric pressure megavolt electrostatic field ionization desorption (APME‑FID) |
| CN109789420A (en) * | 2016-09-02 | 2019-05-21 | 得克萨斯大学体系董事会 | Collection probes and methods of use thereof |
| US11737671B2 (en) | 2017-11-27 | 2023-08-29 | Board Of Regents, The University Of Texas System | Minimally invasive collection probe and methods for the use thereof |
-
2010
- 2010-05-26 CN CN2010202035765U patent/CN201811941U/en not_active Expired - Lifetime
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103048378A (en) * | 2012-12-20 | 2013-04-17 | 上海华质生物技术有限公司 | Mass spectrum sampling and ionization device for direct extraction and ionization of sample, and method of device |
| CN103048378B (en) * | 2012-12-20 | 2016-08-03 | 上海华质生物技术有限公司 | MS acquisition and ionization device and method thereof for the ionization of sample extracting directly |
| CN106796866A (en) * | 2014-04-11 | 2017-05-31 | 香港大学 | Method and system for atmospheric pressure megavolt electrostatic field ionization desorption (APME‑FID) |
| CN106018540A (en) * | 2016-07-12 | 2016-10-12 | 陕西师范大学 | Laminar diffusion electrospray ionization mass spectrometry device and method for rapidly obtaining protein conformation under continuous pH |
| CN106018540B (en) * | 2016-07-12 | 2018-08-24 | 陕西师范大学 | The method that laminar flow spreads protein conformation under electrospray ionization mass spectrum device and quick obtaining continuous pH |
| CN109789420A (en) * | 2016-09-02 | 2019-05-21 | 得克萨斯大学体系董事会 | Collection probes and methods of use thereof |
| US11239065B2 (en) | 2016-09-02 | 2022-02-01 | Board Of Regents, The University Of Texas System | Collection probe and methods for the use thereof |
| US11756778B2 (en) | 2016-09-02 | 2023-09-12 | Board Of Regents, The University Of Texas System | Collection probe and methods for the use thereof |
| US12087566B2 (en) | 2016-09-02 | 2024-09-10 | Board Of Regents, The University Of Texas System | Collection probe and methods for the use thereof |
| US11737671B2 (en) | 2017-11-27 | 2023-08-29 | Board Of Regents, The University Of Texas System | Minimally invasive collection probe and methods for the use thereof |
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|---|---|---|---|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CX01 | Expiry of patent term | ||
| CX01 | Expiry of patent term |
Granted publication date: 20110427 |