L-Propargylglycine

ChemicalBook > CAS DataBase List > L-Propargylglycine

Product Name: L-Propargylglycine
CAS No.: 23235-01-0
Chemical Name: L-Propargylglycine
Synonyms: H-PRA-OH;L-Pra-OH;H-L-Pra-OH;H-PRA-OH HCL;L-Proparglycine;L-PROPARGYL-GLY-OH;L-PROPARGYLGLYCINE;H-PROPARGYL-GLY-OH;H-GLY(PROPARGYL)-OH;RARECHEM BK PT 0255
CBNumber: CB6208192
Molecular Formula: C5H7NO2
Formula Weight: 113.11
MOL File: 23235-01-0.mol

Less

L-Propargylglycine Property

Boiling point:: 272.1±35.0 °C(Predicted)
Density: 1.209±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,2-8°C
form: Powder
pka: 2.04±0.10(Predicted)
color: White to pale yellow
BRN: 2347861
InChIKey: DGYHPLMPMRKMPD-BYPYZUCNSA-N
CAS DataBase Reference: 23235-01-0(CAS DataBase Reference)

Less

Safety

Safety Statements: 22-24/25
WGK Germany: 3
F: 10
HS Code: 29224999

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 81838
Product name: L-C-Propargylglycine
Purity: ≥99.0% (TLC)
Packaging: 250mg
Price: $1030
Updated: 2024/03/01

Usbiological

Product number: 287589
Product name: L-Propargylglycine
Packaging: 250mg
Price: $350
Updated: 2021/12/16

TRC

Product number: A629368
Product name: (S)-2-Aminopent-4-ynoicAcid
Packaging: 100mg
Price: $60
Updated: 2021/12/16

Activate Scientific

Product number: AS39979
Product name: (S)-2-Aminopent-4-ynoic acid
Purity: 97% ee
Packaging: 1g
Price: $86
Updated: 2021/12/16

Chem-Impex

Product number: 02726
Product name: L-Propargylglycine
Packaging: 1G
Price: $50.4
Updated: 2021/12/16

Less

L-Propargylglycine Chemical Properties,Usage,Production

Chemical Properties

White powder

Definition

ChEBI: L-propargylglycine is a non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens has been replaced by an ethynyl group. It causes the irreversible inactivation of gamma-cystathionase (also known as cystathionine gamma-lyase) and is used as an affinity labeling reagent for gamma-cystathionase and other enzymes. It has a role as an EC 1.4.3.2 (L-amino-acid oxidase) inhibitor, an EC 2.6.1.2 (alanine transaminase) inhibitor and an EC 2.5.1.48 (cystathionine gamma-synthase) inhibitor. It is a non-proteinogenic L-alpha-amino acid and a terminal acetylenic compound. It is a tautomer of a L-propargylglycine zwitterion.

Enzyme inhibitor

This alkynyl amino acid and mechanism-based inhibitor (FW = 113.11 g/mol; CAS 23235-01-0), also known as (S)-2-amino-4-pentynoic acid, irreversibly inactivates γ-cystathionase (an enzyme that also catalyzes the synthesis of the metabolic signaling gas, H2S, See also Hydrogen Sulfide), acting as a Michael addition type suicide inhibitor of cystathionine γ-lyase, cystathionine γ-synthase, alanine aminotransferase, and methionine γ-lyase. Propargylglycine inactivates γ-cystathionase with pseudo-first-order kinetics and incorporation of 1 mol inhibitor per 80 kDa enzyme. When studied in vivo, inactivation of cystathionine γ-lyase in rat kidney was less than that in the liver, owing to the presence of a higher cysteine concentration in kidney. L-Propargylglycine was found to inactivate pig heart L-alanine transaminase (EC 2.6.1.2) at 37o C with a Ki = 3.9 mM, an observed maximal first order rate constant, kinact = 0.26 min–1, a minimal stoichiometric ratio necessary for inactivation of 2.7 L-propargylglycine molecules/enzyme subunit, with 2.2 molecules/subunit undergoing transamination before inactivation ensues. Experimental cystathioninuria, induced in rats by administration of D,L-propargylglycine, results in the formation of the cystathionine metabolites, cystathionine ketimine and perhydro-1,4-thiazepine-3,5-dicarboxylic acid, in various regions of the brain. L-Propargylglycine irreversibly inactivates proline dehydrogenase, which catalyzes the first step of proline catabolism, oxidizing proline to pyrroline-5-carboxylate. The 1.9-? resolution structure of the inactivated Thermus thermophilus enzyme shows that N5 of the flavin cofactor is covalently connected to the e-amino group of Lys-99 via a three-carbon linkage, consistent with the mass spectral analysis of the inactivated enzyme. The isoalloxazine ring has a butterfly angle of 25o, suggesting the cofactor is reduced. Two mechanisms, both involving oxidation to N-propargyliminoglycine, can account for these properties. L-Propargylglycine irreversibly inhibits L-amino acid oxidase from the venom of Crotalus adamanteus (Eastern diamondback rattlesnake) and Crotalus atrox (Western diamondback rattlesnake) in a dose- and timedependent manner that was blocked by the substrate L-phenylalanine. Other targets include methionineγ-lyase and UDP-Nacetylmuramate: L-alanine ligase, or L-alanine-adding enzyme, or UDP-Nacetylmuramoyl- L-alanine synthetase.

Purification Methods

The acid crystallises readily when ~4g in 50mL H2O are treated with absolute EtOH at 4o/3hours, and is collected, washed with cold absolute EtOH and Et2O and dried in a vacuum. Also, it recrystallises from aqueous Me2CO, RF on SiO2 TLC plates with n-BuOH/H2O/AcOH (4:1:1) is 0.26. The racemate has m 238-240o. [Leukart et al. Helv Chim Acta 59 2181 1976, Eberle & Zeller Helv Chim Acta 68 1880 1985, Jansen et al. Recl Trav Chim Pays-Bas 88 819 1969.] It is a suicide inhibitor of -cystathionase and other enzymes [Washtier & Abeles Biochemistry 16 2485 1977, Shinozuka et al. Eur J Biochem 124 377 1982].

L-Propargylglycine Preparation Products And Raw materials

Raw materials

Preparation Products

Less

L-Propargylglycine Suppliers

China 139 Germany 3 India 4 Japan 2 Switzerland 2 United Kingdom 3 United States 31 Global 184

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 94838
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 021-61259108 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40240
Advantage: 62

Shanghai HC Biotech Co., Ltd

Tel: 021-20227858
Fax: +86-21-20227857
Email: sale@hcbiotech.com.cn
Country: China
ProdList: 1095
Advantage: 55

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44751
Advantage: 61

Enantiotech Corporation Ltd

Tel: 760-85282375 13212762451
Email: marketing@enantiotech.net
Country: China
ProdList: 179
Advantage: 55

Beijing Ouhe Technology Co., Ltd

Tel: 010-82967028 13552068683
Fax: +86-10-82967029
Email: 2355560935@qq.com
Country: China
ProdList: 12458
Advantage: 60

Suzhou haiyu Biochem Industrial Co., LTD

Tel: 512-68097639 18013585858
Fax: 0512-
Email: 744942877@qq.com
Country: China
ProdList: 913
Advantage: 62

Jia Xing Isenchem Co.,Ltd

Tel: 0573-85285100 18627885956
Fax: 0573-85285100
Email: isenchem@163.com
Country: China
ProdList: 9550
Advantage: 66

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 18089
Advantage: 64

Shanghai Hanhong Scientific Co.,Ltd.

Tel
Country: China
ProdList: 42982
Advantage: 64

Chemsky (shanghai) International Co.,Ltd

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 15421
Advantage: 60

China DongFan Chemical Co.,LTD

Tel: 86-0571-85151182
Fax: 86-0571-85151182
Country: China
ProdList: 5700
Advantage: 66

Daicel Chiral Technologies (China)CO.,LTD

Tel: 021-50460086-9 15921403865
Fax: +86-21-50462321
Email: han_yajun@dctc.daicel.com
Country: China
ProdList: 6854
Advantage: 65

Syntechem Co.,Ltd

Tel
Fax: E-Mail Inquiry
Email: info@syntechem.com
Country: China
ProdList: 12990
Advantage: 57

Shenzhen Sungening Bio-Tech Co., Ltd

Tel: +86-0755-89668383
Fax: +86-0755-89594066/4038
Email: sales@sungening.com
Country: China
ProdList: 1319
Advantage: 65

Goodee Pharma Co., Ltd.

Tel: 0512-62956210
Email: yongyan@goodeepharma.com
Country: China
ProdList: 132
Advantage: 60

Thermo Fisher Scientific

Tel: 800-810-5118
Fax: +86-10-84193589
Email: cnchemical@thermofisher.com
Country: China
ProdList: 17779
Advantage: 75

Shanghai Jian Chao Chemical Technology Co., Ltd.

Tel: 18017383231 18017383231
Fax: qq：2817624287
Email: lyh_antaeus@163.com
Country: China
ProdList: 9352
Advantage: 55

Guangzhou Isun Pharmaceutical Co., Ltd

Tel: 020-39119399 18927568969
Fax: 020-39119999
Email: isunpharm@qq.com
Country: China
ProdList: 4428
Advantage: 55

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7854
Advantage: 58

SINO High Goal Chemical Technology Co., Ltd.

Tel: 021-57646680 18306277365
Fax: 2469917557
Email: sunkai@chembiobanksh.com
Country: China
ProdList: 2048
Advantage: 55

Amatek Scientific Co. Ltd.

Tel: 0512-56316828 4008675858
Fax: +86-512-56316826
Email: sales@amateksci.com
Country: China
ProdList: 9907
Advantage: 55

Bide Pharmatech Ltd.

Tel: 400-1647117 15221909166
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 41438
Advantage: 60

Chongqing Xingcan Pharmaceutical Technology Co., Ltd.

Tel: 15523000485
Email: xingcanyaoye@sina.com
Country: China
ProdList: 1686
Advantage: 58

Shanghai YuLue Chemical Co., Ltd.

Tel: 021-60345187 13671753212
Fax: 021-34702061
Email: lzz841106@aliyun.com
Country: China
ProdList: 10287
Advantage: 55

Shanghai HuanChuan Industry Co.,Ltd.

Tel: 021-61478794
Fax: 021-61478794
Email: sales@hcshhai.com
Country: China
ProdList: 9798
Advantage: 50

Credit Asia Chemical Co., Ltd.

Tel: +86 (21) 61124340
Fax: +86 (21) 6129-4103
Country: China
ProdList: 9767
Advantage: 58

Nanjing Derno Pharmaceutical Technology Co., Ltd.

Tel: 025-86957866 13952093866
Fax: 025-68661287
Email: sales@dernopharm.com
Country: China
ProdList: 924
Advantage: 58

Cool Pharm, Ltd

Tel: 021-60455363 18019463053
Fax: 50966098
Email: sales@coolpharm.com
Country: China
ProdList: 12357
Advantage: 58

Chizhou Kailong Import and Export Trade Co., Ltd.

Tel
Fax: -
Email: xg01_gj@163.com
Country: China
ProdList: 9503
Advantage: 50

AN PharmaTech Co Ltd

Tel: 86(21)68097365
Fax: 86(21)33321566
Email: sales@anpharma.net
Country: China
ProdList: 4901
Advantage: 55

Chengdu Chuangkecheng Biological Technology Co., Ltd.

Tel: 028-028-0000000 13008177686
Fax: 15928581901
Email: sales@ckcbiotech.com
Country: China
ProdList: 738
Advantage: 55

Struchem Co., Ltd.

Tel: 0512-0512-63009836 15365350169
Fax: 0512-63006936
Email: helen@struchem.com
Country: China
ProdList: 3988
Advantage: 60

Shanghai Synchem Pharma Co., ltd

Tel: 021-61984905-1 18016477331
Email: synchempharma@aliyun.com
Country: China
ProdList: 6456
Advantage: 55

Shanghai GL Peptide Ltd.

Tel: +86-21-61263310; 13764994101 13764994101
Fax: 021-61263399
Email: fisherwang@glschina.com
Country: China
ProdList: 8460
Advantage: 55

ShangHai Siyan Biological Technology Co., Ltd.

Tel: 021-50908862，442785678，326799392 18721037013
Fax: 021-50908862
Email: siyansales@126.com
Country: China
ProdList: 9638
Advantage: 58

Lancrix Chemicals

Tel: 86-21-50817262
Fax: 86-21-57712035
Email: sales@lancrix.com
Country: China
ProdList: 1503
Advantage: 55

Shandong Xiya Chemical Co., Ltd.

Tel: 4009903999 13395398332
Fax: 0539-6365991
Email: sales@xiyashiji.com
Country: China
ProdList: 20810
Advantage: 60

Wuxi Asia Peptide Biotechnology Limited Company

Tel: 0510-83583050 13771062561
Fax: 0510-83583039
Email: willsun@peptide-search.com
Country: China
ProdList: 6716
Advantage: 58

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131981
Advantage: 58

Nanjing Peptide Biotech Ltd.

Tel: 025-025-58361106-805-805 13082558573
Fax: 025-58361106-806
Email: liugang@njpeptide.com
Country: China
ProdList: 9962
Advantage: 55

Shanghai Kangman Biological Technology Co., Ltd.

Tel: 18800375331
Fax: 021-50908862
Email: kangmansales@163.com
Country: China
ProdList: 7580
Advantage: 55

JinJin Le Chemical Co., Ltd

Tel: 10106090
Email: jjlchem2@163.com
Country: China
ProdList: 9986
Advantage: 58

Hangzhou Molcore Biopharmatech Co.,Ltd

Tel: 400-711-5280 86-571-81025280
Fax: 86-571-85806285
Email: sales@molcore.com
Country: China
ProdList: 9974
Advantage: 58

Shanghai Zhen Li Biological Technology Co., Ltd

Tel: 021-16621358918; 18516310516
Fax: 13045646768
Email: zhenlipharma888@163.com
Country: China
ProdList: 1981
Advantage: 58

Capot Chemical Co.,Ltd.

Tel: 571-85586718 +8613336195806
Fax: +86-571-85864795
Email: sales@capotchem.com
Country: China
ProdList: 29797
Advantage: 60

Aikon International Limited

Tel: 025-58859352 18068836627
Fax: 02557626880
Email: sales01@aikonchem.com
Country: China
ProdList: 15085
Advantage: 58

Rhawn Reagent

Tel: 400-400-1332688 18019345275
Fax: 400-133-2688
Email: amy@rhawn.cn
Country: China
ProdList: 15503
Advantage: 58

Bejing Famous Pharmaceutical Technology Co., Ltd.

Tel: 13331045123
Fax: 86-10-80339217
Email: 1963319514@qq.com
Country: China
ProdList: 14233
Advantage: 58

Shanghai Haohong Pharmaceutical Co., Ltd.

Tel: 400-8210725 18016230971
Fax: 021-58955996
Email: malulu@leyan.com
Country: China
ProdList: 24971
Advantage: 58

Less

View Lastest Price from L-Propargylglycine manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: L-Propargylglycine 23235-01-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-04-12

Hebei Duling International Trade Co. LTD

Product: L-Propargylglycine 23235-01-0
Price: US $14.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000 tons
Release date: 2023-03-15

23235-01-0, L-PropargylglycineRelated Search:

4-Aminophenylacetic acid 4-Hydroxy-D-(-)-2-phenylglycine 3-Chloropropyne 3-Bromopropyne Glycine FMOC-D-PROPARGYLGLYCINE (R)-N-BOC-Propargylglycine DL-PROPARGYLGLYCINE FMOC-L-PROPARGYLGLYCINE (S)-N-BOC-Propargylglycine (R)-2-aminopent-4-ynoic acid L-Propargylglycine HCL DL-PROPARGYL-GLY-OH 4-PENTYNOIC ACID BOC-L-PROPARGYLGLYCINE DCHA SALT propargylglycin H-GLY-PRO-PNA HCL (S)-PROPARGYLGLYCINE METHYL ESTER HYDROCHLORIDE,L-PROPARGYLGLYCINE METHYL ESTER HYDROCHLORIDE

(2R)-2-Aminopent-4-ynoic acid

(S)-2-AMINO-4-PENTYNOIC ACID

RARECHEM BK PT 0255

H-GLY(PROPARGYL)-OH

H-PRA-OH

H-PRA-OH HCL

H-PROPARGYL-GLYCINE

H-PROPARGYL-GLY-OH

L-C-PROPARGYLGLYCINE

L-PROPARGYLGLYCINE

L-PROPARGYL-GLY-OH

4-Pentynoic acid, 2-amino-, (2S)-

H-pra-OH hydrochloride

(S)-alpha-Propargylglycine, 98% ee, 98%

(S)-2-AMinopent-4-ynoic acid

H-Propargyl-Gly-OH, (S)-2-AMino-4-pentynoic acid

(S)-alpha-Propargylglycine, 98%, 98% ee

(S)-2-Propargylglycine

(2S)-2-Aminopent-4-ynoic acid, 2-(Prop-2-yn-1-yl)-L-glycine

2-Propargyl-L-glycine

(S)-alpha-Propargylglycine

L-Proparglycine

L-Pra-OH

L-Propargylglycine≥ 99% (HPLC, Chiral purity)

(S)-α-Propargylglycine, 98% ee

(2S)-2-Amino-4-pentynoic acid

2-(2-Propynyl)-L-glycine

H-L-Pra-OH

L-Propargylglycine, >=98%

L-C-Propargylglycine >=99.0% (TLC)

L-Propargylglycine USP/EP/BP

(2S)-2-azaniumylpent-4-ynoate

(S)-α-Propargylglycine

L-Propargylglycine,97%

23235-01-0

C5H7NO2HCl

Glycine Derivatives

Specialty Synthesis

Peptide Synthesis

Unnatural Amino Acid Derivatives

Antibiotics

Unusual amino acids

Amino Acids