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C7629

Sigma-Aldrich

L-Citrulline

≥98% (TLC)

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:
372-75-8
Molecular Weight:
175.19
Beilstein/REAXYS Number:
1725416
EC Number:
206-759-6
MDL number:
MFCD00064397
UNSPSC Code:
12352209
PubChem Substance ID:
24892975
NACRES:
NA.32

Quality Level

200

assay

≥98% (TLC)

form

powder

color

white to off-white

application(s)

detection

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

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Application

L-Citrulline has been used in ultra-performance liquid chromatography to validate, metabolites involved in the coordination of metamorphic processes.

Biochem/physiol Actions

Intermediate in the production of nitric oxide from L-arginine by NO synthetase.
L-Citrulline, when orally administered is found to ameliorate the condition of sickle cell disease in humans. L-citrulline can be a replacement for L-arginine administration in case of defective NO synthetase. L-Citrulline supplementation is found to fulfill the purpose of NO-dependent signaling.

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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Pharmacokinetic and pharmacodynamic properties of oral L-citrulline and L-arginine: impact on nitric oxide metabolism.
Schwedhelm E
British Journal of Clinical Pharmacology, 65(1), 51-59 (2008)
l-Citrulline and l-arginine supplementation retards the progression of high-cholesterol-diet-induced atherosclerosis in rabbits.
Hayashi T
Proceedings of the National Academy of Sciences of the USA null
Nu-Hydroxy-L-arginine Is an Intermediate in the Biosynthesis of Nitric Oxide from L-Arginin
Dennis J. Stuehr
The Journal of Biological Chemistry, 266, 6259-6263 (1991)
Metabolomic insights into system-wide coordination of vertebrate metamorphosis.
Ichu TA
BMC Developmental Biology, 14:5, 1-24 (2014)
P Crenn et al.
Gastroenterology, 119(6), 1496-1505 (2000-12-13)
No blood marker assessing the functional absorptive bowel length has been identified. Plasma citrulline, a nonprotein amino acid produced by intestinal mucosa, is one candidate. We tested this hypothesis in adult patients with the short-bowel syndrome, whose condition can lead
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