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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:
1725416
EC Number:
206-759-6
MDL number:
MFCD00064397
UNSPSC Code:
12352209
PubChem Substance ID:
24892975
NACRES:
NA.32

product name

L-Citrulline, ≥98% (TLC)

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 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C7629-BULK:
C7629-10MG-KC:
C7629-5G:
C7629-500G:
C7629-1KG:
C7629-10MG:
C7629-1G:
C7629-100G:
C7629-25G:
C7629-VAR:

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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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)
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)
Ran Lin et al.
Molecular cell, 68(1), 198-209 (2017-10-07)
In addition to responding to environmental entrainment with diurnal variation, metabolism is also tightly controlled by cell-autonomous circadian clock. Extensive studies have revealed key roles of transcription in circadian control. Post-transcriptional regulation for the rhythmic gating of metabolic enzymes remains
Metabolomic insights into system-wide coordination of vertebrate metamorphosis.
Ichu TA
BMC Developmental Biology, 14:5, 1-24 (2014)
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