11009

Sigma-Aldrich

L-Arginine

BioUltra, ≥99.5% (NT)

Synonym(s):
(S)-2-Amino-5-guanidinopentanoic acid
Linear Formula:
H2NC(=NH)NH(CH2)3CH(NH2)CO2H
CAS Number:
Molecular Weight:
174.20
Beilstein/REAXYS Number:
1725413
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product line

BioUltra

Quality Level

assay

≥99.5% (NT)

form

powder or crystals

optical activity

[α]20/D +27.0±0.5°, c = 5% in 5 M HCl

application(s)

peptide synthesis: suitable

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

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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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

13 - Non Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
Palaniraja Thandapani et al.
Molecular cell, 50(5), 613-623 (2013-06-12)
Motifs rich in arginines and glycines were recognized several decades ago to play functional roles and were termed glycine-arginine-rich (GAR) domains and/or RGG boxes. We review here the evolving functions of the RGG box along with several sequence variations that...

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