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C83708

Sigma-Aldrich

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
Beilstein:
1725416
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:

Assay

98%

form

crystals

application(s)

peptide synthesis

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

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)

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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
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
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
Stephen W Scally et al.
The Journal of experimental medicine, 210(12), 2569-2582 (2013-11-06)
Rheumatoid arthritis (RA) is strongly associated with the human leukocyte antigen (HLA)-DRB1 locus that possesses the shared susceptibility epitope (SE) and the citrullination of self-antigens. We show how citrullinated aggrecan and vimentin epitopes bind to HLA-DRB1*04:01/04. Citrulline was accommodated within
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

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