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11009

Sigma-Aldrich

L-Arginine

BioUltra, ≥99.5% (NT)

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:
Molecular Weight:
174.20
Beilstein:
1725413
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product line

BioUltra

Assay

≥99.5% (NT)

form

powder or crystals

optical activity

[α]20/D +27.0±0.5°, c = 5% in 5 M HCl

impurities

insoluble matter, passes filter test
≤0.3% foreign amino acids

ign. residue

≤0.05% (as SO4)

loss

≤0.1% loss on drying, 20 °C (HV)

color

white

pH

10.5-12.0 (25 °C, 0.5 M in H2O)

mp

222 °C (dec.) (lit.)

solubility

H2O: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in H2O

UV absorption

λ: 260 nm Amax: ≤0.2
λ: 280 nm Amax: ≤0.1

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

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Application


  • L-Arginine-Dependent Nitric Oxide Production in the Blood of Patients with Type 2 Diabetes: A Pilot, Five-Year Prospective Study.: This study examines the role of L-Arginine in nitric oxide production in diabetic patients, proposing its potential benefits for managing vascular complications in diabetes (Stoian et al., 2024).

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.

Other Notes

Exhibits stabilizing effects on plant protoplasts; pH drift correction in IEF of proteins; Growth requirement of various microorganisms.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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CRC Handbook of Microbiology, 4, 1-1 (1974)
A.W. Galston et al.
Plant Sci. Lett., 11, 69-69 (1978)
H. Delice et al.
Electrophoresis '79, 165-165 (1980)
Krishnan Suresh Kumar et al.
European journal of medicinal chemistry, 45(11), 5474-5479 (2010-08-21)
A new series of 3-(benzylideneamino)-2-phenylquinazoline-4(3H)-ones were prepared through Schiff base formation of 3-amino-2-phenyl quinazoline-4(3)H-one with various substituted carbonyl compounds. Their chemical structures were elucidated by spectral studies. Cytotoxicity and antiviral activity were evaluated against herpes simplex virus-1 (KOS), herpes simplex
Yang Sun et al.
Biochimica et biophysica acta, 1843(9), 2067-2078 (2014-04-20)
Recent studies reported that protein arginine methyltransferase 6 (PRMT6) enhances estrogen-induced activity of estrogen receptor α (ERα) and dysfunction of PRMT6 is associated with overall better survival for ERα-positive breast cancer patients. However, it is unclear how PRMT6 promotes ERα

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