(2S)-2-amino-4-methylpentanoic acid

• ChemBase ID: 35
• Molecular Formular: C6H13NO2
• Molecular Mass: 131.17292
• Monoisotopic Mass: 131.09462866
• SMILES: OC(=O)[C@@H](N)CC(C)C
• Canonical SMILES: N[C@H](C(=O)O)CC(C)C
• InChI: InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1
• InChIKey: ROHFNLRQFUQHCH-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-methylpentanoic acid
• IUPAC Traditional name: L-leucine
• Synonyms: L-2-Amino-4-methylpentanoic acid; Leucinum; LEUCINE, U.S.P.; Leucine; L-Leucine; (2S)-2-Amino-4-methylpentanoic acid; (S)-(+)-Leucine; (S)-2-Amino-4-methylpentanoic acid; (S)-2-Amino-4-methylvaleric acid; (S)-Leucine; 1-Leucine; 2-Amino-4-methylpentanoic acid; 2-Amino-4-methylvaleric acid; alpha-Amino-gamma-methylvaleric acid; alpha-Aminoisocaproic acid; L-(+)-Leucine; L-(-)-2-Amino-4-methylpentanoic acid; L-a-Aminoisocaproic acid; Leu; Leucine; Leucin; L-Leucine; H-Leu-OH; 亮氨酸; (S)-2-氨基-4-甲基戊酸; L-亮氨酸

Database IDs

• CAS Number: 61-90-5
• EC Number: 200-522-0
• MDL Number: MFCD00002617
• Beilstein Number: 1721722
• Merck Index: 145451
• PubChem SID: 24874858; 24896510; 24886442; 24896488; 24901619; 24896388; 160963498
• PubChem CID: 6106
• CHEBI ID: 57427
• CHEMBL: 291962
• Chemspider ID: 5880
• DrugBank ID: DB01746
• FEMA ID: 3297
• KEGG ID: D00030
• Unique Ingredient Identifier: GMW67QNF9C
• Wikipedia Title: Leucine
• Council of Europe Number: 10482
• Flavis Number: 17.012
• E Number: E641

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.787709
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.58655
• LogD (pH = 7.4): -1.5889318
• Log P: -1.5861572
• Molar Refractivity: 34.1709 cm^3
• Polarizability: 13.835553 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.82
• LOG S: -0.27
• Solubility (Water): 6.98e+01 g/l

PROPERTIES

Physical Property

• Solubility: 1 M HCl: soluble0.1 M at 20 °C, clear, colorless; 1 M HCl: soluble50 mg/mL; slight
• Apperance: powder
• Melting Point: >300 °C(lit.); >300°C; 295°C
• Density: 1.293; 1.293 g/ml
• Optical Rotation: [α]20/D +15.5±0.5°, c = 5% in 5 M HCl; [α]20/D +15.5±1.0°, c = 5% in 5 M HCl; [α]20/D +15.5°, c = 2 in 6 M HCl; [α]25/D +15.5°, c = 4 in 6 M HCl; +15 (c=2 in 5N HCl)
• Absorption Wavelength: λ: 260 nm Amax: 0.05; λ: 280 nm Amax: 0.05
• Hydrophobicity(logP): -1.4
• pKa: 2.36 (carboxyl), 9.60 (amino)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: OH2850000
• German water hazard class: 1
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (172.320); FDA 21 CFR (172.804)

Product Information

• Purity: ≥98% (TLC); ≥98.5%; ≥99.0%; ≥99.0% (NT); ≥99.5% (NT); 97%; 98%; 98.5-101.0%; 99%
• Grade: certified reference material; EP; JP; Kosher; NI; Ph Eur; reagent grade; SAJ special grade; TraceCERT®; USP
• Optical Purity: ee: ≥97% (GLC)
• Packaging: pkg of 1 g
• Suitability: cell culture tested; meets EP, JP, USP testing specifications; suitable for cell culture; suitable for manufacturing use
• Ignition Residue: ≤0.1%; ≤0.1% (as SO4)
• Impurities: ≤0.3% foreign amino acids; endotoxin, tested; insoluble matter, passes filter test; isoleucine and methionine, essentially free
• 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: ≤100 mg/kg; NH4+: ≤100 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤200 mg/kg; sulfate (SO42-): ≤100 mg/kg
• Biological Source: from non-animal source
• Loss on Drying: ≤0.1% loss on drying, 110 °C; ≤0.1% loss on drying, 20 °C (HV)
• Quality Level: GMP-COMPENDIA; PREMIUM
• λ: 0.1 M in 1 M HCl
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Product Line: BioUltra
• Pharmacopeia Traceability: traceable to PhEur L0375000; traceable to USP 1357001
• Linear Formula: (CH3)2CHCH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 02102158

Crystalline
Substantially free of isoleucine and methionine

MP Biomedicals - 02194694

Cell Culture Reagent
Crystalline
Substantially free of isoleucine and methionine

DrugBank - DB00149

• Drug Groups: approved; nutraceutical
• Description: An essential branched-chain amino acid important for hemoglobin formation. [PubChem]
• Indication: Indicated to assist in the prevention of the breakdown of muscle proteins that sometimes occur after trauma or severe stress.
• Pharmacology: An essential amino acid. (Claim) Leucine helps with the regulation of blood-sugar levels, the growth and repair of muscle tissue (such as bones, skin and muscles), growth hormone production, wound healing as well as energy regulation. It can assist to prevent the breakdown of muscle proteins that sometimes occur after trauma or severe stress. It may also be beneficial for individuals with phenylketonuria - a condition in which the body cannot metabolize the amino acid phenylalanine
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; PDRhealth

Sigma Aldrich - L8000

包装
1 kg in poly bottle
25, 50, 100, 250 g in poly bottle

Sigma Aldrich - L8912

包装
10 mg in autosmp vl

Sigma Aldrich - L6914

Packaging
Manufactured and Packaged under cGMP

Sigma Aldrich - 61819

Other Notes
As spacer in isotachophoresis of serum proteins1,2; Growth requirement of various microorganisms3

Sigma Aldrich - W329703

Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in fiber drum

Sigma Aldrich - 76526

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.
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 - PHR1105

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.