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81838

Sigma-Aldrich

L-C-Propargylglycine

≥99.0% (TLC)

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Synonym(s):
L-Propargylglycine, (S)-2-Amino-4-pentynoic acid
Empirical Formula (Hill Notation):
C5H7NO2
CAS Number:
Molecular Weight:
113.11
Beilstein/REAXYS Number:
2347861
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

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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P7888C7629712221
L-C-Propargylglycine ≥99.0% (TLC)

81838

L-C-Propargylglycine

DL-Propargylglycine cystathionine γ-lyase inhibitor

P7888

DL-Propargylglycine

L-Citrulline ≥98% (TLC)

C7629

L-Citrulline

Boc-propargyl-Gly-OH ≥98.0% (HPLC)

712221

Boc-propargyl-Gly-OH

assay

≥99.0% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98.0% (HPLC)

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

mp

235-239 °C

mp

-

mp

-

mp

-

color

white

color

white

color

white to off-white

color

-

application(s)

peptide synthesis

application(s)

cell analysis

application(s)

detection

application(s)

peptide synthesis

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)


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A.N. Eberle et al.
Helvetica Chimica Acta, 68, 1880-1880 (1985)
Mechanism of inactivation of gamma-cystathionase by the acetylenic substrate analogue propargylglycine.
W Washtien et al.
Biochemistry, 16(11), 2485-2491 (1977-05-31)
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)
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
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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