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81838

Sigma-Aldrich

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

product name

L-C-Propargylglycine, ≥99.0% (TLC)

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

Application

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Sasaki et al.
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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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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
Mechanism of inactivation of gamma-cystathionase by the acetylenic substrate analogue propargylglycine.
W Washtien et al.
Biochemistry, 16(11), 2485-2491 (1977-05-31)
A.N. Eberle et al.
Helvetica Chimica Acta, 68, 1880-1880 (1985)
Metabolic consequences of affinity labeling of cystathionase and alanine aminotransferase by L-propargylglycine in vivo.
S Shinozuka et al.
European journal of biochemistry, 124(2), 377-382 (1982-05-17)
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