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C7629

Sigma-Aldrich

L-Citrulline

≥98% (TLC)

All Photos(2)
Synonym(s):
(S)-2-Amino-5-ureidopentanoic acid, L-2-Amino-5-ureidovaleric acid
Empirical Formula (Hill Notation):
C6H13N3O3
CAS Number:
372-75-8
Molecular Weight:
175.19
Beilstein:
1725416
EC Number:
206-759-6
MDL number:
MFCD00064397
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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1 of 4

This Item
PHR3191748935734187
L-Citrulline ≥98% (TLC)

Sigma-Aldrich

C7629

L-Citrulline

L-Citrulline pharmaceutical secondary standard, certified reference material

Supelco

PHR3191

L-Citrulline

L-Citrulline-5-13C,4,4,5,5-d4 97 atom % D, 99 atom % 13C, 97% (CP)

Sigma-Aldrich

748935

L-Citrulline-5-13C,4,4,5,5-d4

L-Citrulline-5-13C,5,5-d2 endotoxin tested, 98 atom % D, 99 atom % 13C, 98% (CP)

Sigma-Aldrich

734187

L-Citrulline-5-13C,5,5-d2

form

powder

form

-

form

powder

form

solid

color

white to off-white

color

-

color

-

color

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

application(s)

detection

application(s)

pharmaceutical

application(s)

-

application(s)

-

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

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L-Citrulline-5-13C,4,4,5,5-d4 97 atom % D, 99 atom % 13C, 97% (CP)

Sigma-Aldrich

748935

L-Citrulline-5-13C,4,4,5,5-d4

L-Argininosuccinic acid lithium salt ≥95% (TLC)

Sigma-Aldrich

73097

L-Argininosuccinic acid lithium salt

L-Ornithine monohydrochloride BioXtra, ≥99%

Sigma-Aldrich

O4386

L-Ornithine monohydrochloride

L-Citrulline-5-13C,5,5-d2 endotoxin tested, 98 atom % D, 99 atom % 13C, 98% (CP)

Sigma-Aldrich

734187

L-Citrulline-5-13C,5,5-d2

Argininosuccinic acid disodium salt hydrate ≥80%

Sigma-Aldrich

A5707

Argininosuccinic acid disodium salt hydrate

Fmoc-Cit-OH ≥97.0% (HPLC)

Sigma-Aldrich

47518

Fmoc-Cit-OH

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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