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01-6430

Sigma-Aldrich

L-Arginine

SAJ special grade, ≥98.0%

Synonym(s):

(S)-2-Amino-5-guanidinopentanoic acid

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About This Item

Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
74-79-3
Molecular Weight:
174.20
Beilstein/REAXYS Number:
1725413
EC Number:
200-811-1
MDL number:
MFCD00002635
UNSPSC Code:
12352209
PubChem Substance ID:
329747338

grade

SAJ special grade

assay

≥98.0%

availability

available only in Japan

mp

222 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1

InChI key

ODKSFYDXXFIFQN-BYPYZUCNSA-N

Gene Information

human ... NOS1(4842) , NOS2(4843)

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Biochem/physiol Actions

Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

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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Diane N Singhroy et al.
Retrovirology, 10, 73-73 (2013-07-23)
Protein arginine methyltransferase 6 (PRMT6) is a nuclear enzyme that methylates arginine residues on histones and transcription factors. In addition, PRMT6 inhibits HIV-1 replication in cell culture by directly methylating and interfering with the functions of several HIV-1 proteins, i.e.
John Pernow et al.
Cardiovascular research, 98(3), 334-343 (2013-02-19)
Functional integrity of the vascular endothelium is of fundamental importance for normal vascular function. A key factor regulating endothelial function is the bioavailability of nitric oxide (NO). Recently, the enzyme arginase has emerged as an important regulator of NO production
Kaoru Kumazaki et al.
Nature, 509(7501), 516-520 (2014-04-18)
Newly synthesized membrane proteins must be accurately inserted into the membrane, folded and assembled for proper functioning. The protein YidC inserts its substrates into the membrane, thereby facilitating membrane protein assembly in bacteria; the homologous proteins Oxa1 and Alb3 have
Yasutoshi Koga et al.
Biochimica et biophysica acta, 1820(5), 608-614 (2011-09-29)
The pathogenic mechanism of stroke-like episodes seen in mitochondrial myopathy, encephalopathy, lactic acidosis, and stroke-like episodes (MELAS) has not been clarified yet. About 80% of MELAS patients have an A3243G mutation in the mitochondrial tRNA(Leu(UUR)) gene, which is the base
Hartmut Grasemann et al.
Current pharmaceutical design, 18(5), 726-736 (2012-01-11)
The concentrations of nitric oxide are decreased in airways of patients with cystic fibrosis. The reasons for this nitric oxide deficiency are incompletely understood but may include reduced production from nitric oxide synthases due to decreased expression, the enzymes in
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