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A5402

Sigma-Aldrich

L-2-Amino-3-guanidinopropionic acid hydrochloride

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Synonym(s):
L-α-Amino-β-guanidinopropionic acid hydrochloride
Empirical Formula (Hill Notation):
C4H10N4O2 · HCl
CAS Number:
Molecular Weight:
182.61
Beilstein:
6317820
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.26

Assay

≥97.5% (TLC)

form

powder

color

white

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

Cl[H].N[C@@H](CNC(N)=N)C(O)=O

InChI

1S/C4H10N4O2.ClH/c5-2(3(9)10)1-8-4(6)7;/h2H,1,5H2,(H,9,10)(H4,6,7,8);1H/t2-;/m0./s1

InChI key

ZOXYHKHLLCDEAX-DKWTVANSSA-N

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WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Analysis of 1- and 3-methylhistidines, aromatic and basic amino acids in rat and human urine.
Feldhoff RC, Ledden DJ, et al.
Journal of Chromatography A, 311, 267-276 (1984)
Reversed-phase chromatography of phenylthiocarbamyl amino acid derivatives of physiological amino acids: an evaluation and a comparison with analysis by ion-exchange chromatography.
Feste AS.
Journal of Chromatography A, 574, 23-34 (1992)
Edward L D'Antonio et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 68(Pt 8), 889-893 (2012-08-08)
Human arginase I (HAI) is a binuclear manganese metalloenzyme that catalyzes the hydrolysis of L-arginine to form L-ornithine and urea through a metal-activated hydroxide mechanism. Since HAI regulates L-Arg bioavailability for NO biosynthesis, it is a potential drug target for
Y Park et al.
Biochemistry, 36(34), 10517-10525 (1997-08-26)
The primary role of Tyr225 in the aspartate aminotransferase mechanism is to provide a hydrogen bond to stabilize the 3'O- functionality of bound pyridoxal phosphate. The strength of this hydrogen bond is perturbed by replacement of Tyr225 with 3-fluoro-L-tyrosine (FlTyr)

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