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Merck
CN

C83708

L-Citrulline

98%

Synonym(s):

(S)-2-Amino-5-ureidopentanoic acid, L-2-Amino-5-ureidovaleric acid

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About This Item

Empirical Formula (Hill Notation):
C6H13N3O3
CAS Number:
Molecular Weight:
175.19
PubChem Substance ID:
UNSPSC Code:
12352209
Beilstein/REAXYS Number:
1725416
MDL number:
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SMILES string

N[C@@H](CCCNC(N)=O)C(O)=O

InChI

1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1

InChI key

RHGKLRLOHDJJDR-BYPYZUCNSA-N

assay

98%

form

crystals

application(s)

peptide synthesis

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Lars Klareskog et al.
Advances in immunology, 118, 129-158 (2013-05-21)
Rheumatoid arthritis (RA) represents a disease where we have recently acquired new knowledge on etiology and molecular pathogenesis, by combining data from studies on genetic end environmental determinants of disease with molecular and cellular immunology. This combined approach has provided
Koen M J Janssen et al.
Current opinion in rheumatology, 25(2), 241-247 (2013-02-02)
This article reviews the link between periodontitis and rheumatoid arthritis (RA) with regard to similarities in genetic risk factors and immunopathogenesis. Emphasis is paid to the potential role of the periodontal pathogen Porphyromonas gingivalis in the etiopathogenesis of both periodontitis
C C Reparon-Schuijt et al.
Arthritis and rheumatism, 44(1), 41-47 (2001-02-24)
To understand the regulation of anti-citrulline-containing peptide antibody (anti-CCP) production in rheumatoid arthritis (RA), production of anti-CCP by B cells derived from peripheral blood (PB), bone marrow (BM), and synovial fluid (SF) was examined. Purified PB and SF B cells
Sonja C Stadler et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(29), 11851-11856 (2013-07-03)
Peptidylarginine deiminase 4 (PAD4) is a Ca(2+)-dependent enzyme that converts arginine and methylarginine residues to citrulline, with histone proteins being among its best-described substrates to date. However, the biological function of this posttranslational modification, either in histones or in nonhistone
Anne-Marie Quirke et al.
Annals of the rheumatic diseases, 73(1), 263-269 (2013-03-07)
Rheumatoid arthritis (RA) is characterised by autoimmunity to citrullinated proteins, and there is increasing epidemiologic evidence linking Porphyromonas gingivalis to RA. P gingivalis is apparently unique among periodontal pathogens in possessing a citrullinating enzyme, peptidylarginine deiminase (PPAD) with the potential

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