(2S)-2-amino-5-carbamimidamidopentanoic acid hydrochloride

• ChemBase ID: 102234
• Molecular Formular: C6H15ClN4O2
• Molecular Mass: 210.6619
• Monoisotopic Mass: 210.08835342
• SMILES: Cl.N[C@@H](CCCNC(=N)N)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C6H14N4O2.ClH/c7-4(5(11)12)2-1-3-10-6(8)9;/h4H,1-3,7H2,(H,11,12)(H4,8,9,10);1H/t4-;/m0./s1
• InChIKey: KWTQSFXGGICVPE-WCCKRBBISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-carbamimidamidopentanoic acid hydrochloride
• IUPAC Traditional name: L-arginine hydrochloride
• Synonyms: L-ARGININE HCl; (S)-(+)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid monohydrochloride; L-Arginine hydrochloride solution; L-Arginine Monohydrochloride; Argamine; Arginine Hydrochloride; Arginine Monochloride; Arginine Monohydrochloride; Argivene; Detoxargin; L-(+)-Arginine Monohydrochloride; Levargin; Minophagen A; NSC 203450; NSC 7914; R-Gene; L-2-Amino-5-guanidinopentanoic acid hydrochloride; H-Arg-OH.HCl; L-Arginine monohydrochloride; Argamine, Detoxargin, Levargin, Minophagen A; L-ARGININE HYDROCHLORIDE; L-ARGININE HYDROCHLORIDE, USP; (S)-(+)-Arginine hydrochloride; L-Arginine hydrochloride; L-精氨酸 盐酸盐 溶液; L-精氨酸单盐酸盐; 2-氨基-5-胍基戊酸 单盐酸盐; L-精氨酸 单盐酸盐; (S)-(+)-精氨酸 盐酸盐; L-精氨酸 盐酸盐

Database IDs

• CAS Number: 1119-34-2
• EC Number: 214-275-1
• MDL Number: MFCD00064550
• Beilstein Number: 3631658; 6099937
• Merck Index: 14780
• PubChem SID: 24890944; 162089592; 24846982; 24846151; 24890885; 24891160
• PubChem CID: 66250

CALCULATED PROPERTIES

• Acid pKa: 2.4118392
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -6.1142516
• LogD (pH = 7.4): -5.121845
• Log P: -3.1615653
• Molar Refractivity: 53.9231 cm^3
• Polarizability: 16.904032 Å^3
• Polar Surface Area: 125.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble100 mg/mL; H2O: soluble50 mg/mL
• Apperance: powder; white powder
• Melting Point: 216°C dec.; 226-230 °C(lit.)
• Density: 1.42
• Optical Rotation: [α]20/D +22.0±0.5°, c = 5% in 5 M HCl; [α]20/D +22°, c = 8 in 6 M HCl; +22 (c=5 in 5N HCl)
• Absorption Wavelength: A1M/260, H2O <0.2; A1M/280, H2O <0.1; λ: 260 nm Amax: ≤0.2; λ: 280 nm Amax: ≤0.1
• pH: 5.0-7.0 (20 °C, 1 M in H2O); 5.5-7.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• RTECS: CF1995500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1; 2
• Risk Statements: 36/38
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: >99% (TLC); ≥98%; ≥98% (TLC); ≥98.5%; ≥99.0%; ≥99.0% (AT); ≥99.5% (AT); 98%; 98.5-101.0%; 98+%
• Concentration: 100 mM amino acid in 0.1 M HCl
• Grade: analytical standard; certified reference material; EP; JP; reagent grade; SAJ special grade; TraceCERT®; USP
• Salt Data: HCl
• Suitability: meets EP, JP, USP testing specifications; suitable for cell culture; suitable for manufacturing use
• Ignition Residue: <0.1%; ≤0.05%; ≤0.1% (as SO4)
• Description: L*
• Impurities: <0.0005% Phosphorus (P); <0.1% Insoluble matter; ≤0.3% foreign amino acids; endotoxin, tested; insoluble matter, passes filter test
• Cation Traces: Al: <0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: <0.0005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: <0.0005%; Cu: ≤5 mg/kg; Fe: <0.0005%; Fe: ≤5 mg/kg; K: <0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: <0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: <0.005%; Na: ≤50 mg/kg; NH4+: <0.05%; Ni: ≤5 mg/kg; Pb: <0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: <0.0005%; Zn: ≤5 mg/kg
• Antion Traces: sulfate (SO42-): <0.05%; sulfate (SO42-): ≤50 mg/kg
• Biological Source: from non-animal source
• Loss on Drying: ≤0.05% loss on drying, 20 °C (HV); ≤0.1% loss on drying
• Quality Level: GMP-COMPENDIA
• λ: 1 M in H2O
• Product Line: BioUltra
• Linear Formula: HN=C(NH2)NH(CH2)3CH(NH2)COOH · HCl
• Empirical Formula (Hill Notation): C6H14N4O2 · HCl
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02194627

Hydrochloride
Cell Culture Reagent
Crystalline

MP Biomedicals - 02100743

Hydrochloride
Crystalline

MP Biomedicals - 05209529

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 11039

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.

Sigma Aldrich - A4599

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.
Packaging
Manufactured and Packaged under cGMP.

Sigma Aldrich - A6969

Biochem/physiol Actions
一氧化氮合成酶的底物，可以转化为瓜氨酸和一氧化氮 (NO)。通过与一氧化氮相关的机理诱导胰岛素释放。

Sigma Aldrich - A5949

Biochem/physiol Actions
一氧化氮合成酶的底物，可以转化为瓜氨酸和一氧化氮 (NO)。通过与一氧化氮相关的机理诱导胰岛素释放。

Sigma Aldrich - 11040

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.

Sigma Aldrich - 90538

Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
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.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - A5131

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
一氧化氮合成酶的底物，可以转化为瓜氨酸和一氧化氮 (NO)。通过与一氧化氮相关的机理诱导胰岛素释放。
包装
1 kg in poly bottle
10, 25, 100, 500 g in poly bottle
25 kg in poly drum

Toronto Research Chemicals - A769500

An essential amino acid for human development. Precursor for nitric oxide. Ammonia detoxicant (hepatic failure); diagnostic aid (pituitary function).

REFERENCES

• Miura, T., et al.: Anal. Biochem., 139, 432 (1984)
• Jones, et al.: Adv. Enzyme Regul., 9, 19 (1984)
• Borders, C.L., et al.: Protein. Sci., 3, 541 (1984)