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Key Documents

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:
Molecular Weight:
113.11
Beilstein/REAXYS Number:
2347861
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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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
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)
A.N. Eberle et al.
Helvetica Chimica Acta, 68, 1880-1880 (1985)
Shiau Wei Lee et al.
Glia, 54(2), 116-124 (2006-05-24)
Hydrogen sulphide (H2S), which is produced endogenously from L-cysteine in mammalian tissues, has been suggested to function as a neuromodulator in the brain. However, the role of H2S in microglial cells is unclear. In this study, the effect of exogenous
Mechanism of inactivation of gamma-cystathionase by the acetylenic substrate analogue propargylglycine.
W Washtien et al.
Biochemistry, 16(11), 2485-2491 (1977-05-31)

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