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Merck

81838

L-C-Propargylglycine

≥99.0% (TLC)

Synonym(s):

L-Propargylglycine, (S)-2-Amino-4-pentynoic acid

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About This Item

Empirical Formula (Hill Notation):
C5H7NO2
CAS Number:
23235-01-0
Molecular Weight:
113.11
Beilstein:
2347861
MDL number:
MFCD00077855
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57652892
NACRES:
NA.26

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Product Name

L-C-Propargylglycine, ≥99.0% (TLC)

Quality Level

100

Assay

≥99.0% (TLC)

form

powder

color

white

mp

235-239 °C

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

N[C@@H](CC#C)C(O)=O

InChI

1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)/t4-/m0/s1

InChI key

DGYHPLMPMRKMPD-BYPYZUCNSA-N

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This Item
P788871222115469
L-C-Propargylglycine ≥99.0% (TLC)

Sigma-Aldrich

81838

L-C-Propargylglycine

DL-Propargylglycine cystathionine γ-lyase inhibitor

Sigma-Aldrich

P7888

DL-Propargylglycine

Boc-propargyl-Gly-OH ≥98.0% (HPLC)

Sigma-Aldrich

712221

Boc-propargyl-Gly-OH

Boc-Homophe-OH ≥98.0% (TLC)

Sigma-Aldrich

15469

Boc-Homophe-OH

form

powder

form

powder

form

crystals

form

powder

assay

≥99.0% (TLC)

assay

≥98% (TLC)

assay

≥98.0% (HPLC)

assay

≥98.0% (TLC)

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

mp

235-239 °C

mp

-

mp

-

mp

76-80 °C

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

color

white

color

white

color

-

color

-

Application

Reagent for the irreversible inactivation of γ-cystathionase[1][2]; affinity labeling reagent for γ-cystathionase and other enzymes[3]; peptides containing this amino acid can be tritiated to high specific radioactivity[4]

Biochem/physiol Actions

L-C-Propargylglycine, a specific inhibitor of H(2)S synthase of cystathionine-γ-lyase (CSE), may be used to study the role of H2S in regulation of biological processes.
L-propargylglycine (PAG), an inhibitor of cystathionine γ-lyase (CSE), is useful in studies of hydrogen sulphide synthesis and bioactivity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF4001
BCBT7829
BCBQ8436V
BCBK6337V
BCBH2391V

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Bridget Fox et al.
Journal of cellular and molecular medicine, 16(4), 896-910 (2011-06-18)
Hydrogen sulfide (H(2)S) has recently been proposed as an endogenous mediator of inflammation and is present in human synovial fluid. This study determined whether primary human articular chondrocytes (HACs) and mesenchymal progenitor cells (MPCs) could synthesize H(2)S in response to
A.N. Eberle et al.
Helvetica Chimica Acta, 68, 1880-1880 (1985)
Heloísa Della Coletta Francescato et al.
Archives of toxicology, 85(12), 1597-1606 (2011-05-19)
A single injection of adriamycin (ADR) induces marked and persistent proteinuria in rats that progress to glomerular and tubulointerstitial lesions. It has been shown that ADR-induced nephrotoxicity is mediated, at least in part, by oxidative stress that lead to inflammation.
Gang Tan et al.
PloS one, 6(10), e25943-e25943 (2011-10-25)
Hydrogen sulfide (H(2)S) displays vasodilative, anti-oxidative, anti-inflammatory and cytoprotective activities. Impaired production of H(2)S contributes to the increased intrahepatic resistance in cirrhotic livers. The study aimed to investigate the roles of H(2)S in carbon tetrachloride (CCl(4))-induced hepatotoxicity, cirrhosis and portal
K Sasaki et al.
Biochemistry international, 10(2), 165-175 (1985-02-01)
Cystathionine accumulated in several tissues of dams and fetuses by a single intraperitoneal administration of L-proparglyglycine to pregnant rats. Cystathionine in the liver of dams reached its maximal level at about 15 hrs after L-proparglyglycine injection (10 mg/300g), while that
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