(2S)-2,6-diaminohexanoic acid

• ChemBase ID: 10
• Molecular Formular: C6H14N2O2
• Molecular Mass: 146.18756
• Monoisotopic Mass: 146.1055277
• SMILES: OC(=O)[C@@H](N)CCCCN
• Canonical SMILES: NCCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
• InChIKey: KDXKERNSBIXSRK-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,6-diaminohexanoic acid
• IUPAC Traditional name: L-lysine
• Brand Name: Enisyl
• Synonyms: (2S)-2,6-Diaminocaproic acid; (2S)-2,6-Diaminohexanoic acid; L-Lysine; (S)-2,6-Diaminocaproic acid; L-Lysine solution; H-Lys-OH; (+)-S-Lysine; (S)-2,6-Diaminohexanoic Acid; (S)-Lysine; (S)-α,ε-Diaminocaproic Acid; Aminutrin; Biolys; (S)- 2,6-diamino-Hexanoic Acid; L-(+)-Lysine; L-2,6-Diaminocaproic Acid; 6-Amino-L-norleucine; Malandil; α-Lysine; 2,6-diaminohexanoic acid; L-lys; LYS; lysine; lysine acid; L-Lysine; (S)-2,6-二氨基己酸; L-赖氨酸; L-赖氨酸 溶液

Database IDs

• CAS Number: 56-87-1
• EC Number: 200-294-2
• MDL Number: MFCD00064433
• Beilstein Number: 1722531
• PubChem SID: 24896404; 24901905; 22435038; 160963473; 46504770
• PubChem CID: 5962
• FEMA ID: 3847
• Flavis Number: 17.026

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7382863
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -5.9555907
• LogD (pH = 7.4): -4.978252
• Log P: -3.2145348
• Molar Refractivity: 37.8095 cm^3
• Polarizability: 15.365045 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.76
• LOG S: -0.14
• Solubility (Water): 1.05e+02 g/l

PROPERTIES

Physical Property

• Solubility: appreciable; H2O: soluble0.1 g/mL, clear, colorless to very faintly greenish-yellow; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: ~215 °C (dec.); 203-205°C (dec.); 215 °C (dec.)(lit.); 215°C
• Optical Rotation: [α]20/D +13.0±1°, c = 2% in 6 M HCl; [α]20/D +24°, c = 2 in 0.6 M HCl; [α]20/D +25.2°, c = 2 in 6 M HCl; [α]20/D +26.0±1.0°, c = 2% in 6 M HCl
• Hydrophobicity(logP): -2.9

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant/Hygroscopic/Store under Argon
• RTECS: OL5540000
• German water hazard class: 1
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97%; ≥98% (TLC); ≥98.0% (NT); 95+%; 97%
• Concentration: 50% in H2O
• Grade: NI; purum
• Optical Purity: ee: 98% (GLC)
• Impurities: ≤1% water
• Cation Traces: As: ≤3 ppm; Cd: ≤1 ppm; Hg: ≤1.0 ppm; Pb: ≤10 ppm
• Quality Level: PREMIUM
• Quality: crystallized
• Linear Formula: H2N(CH2)4CH(NH2)CO2H
• Empirical Formula (Hill Notation): C6H14N2O2

DETAILS

DrugBank - DB00123

• Drug Groups: approved; nutraceutical
• Description: L-Lysine (abbreviated as Lys or K) is an α-amino acid with the chemical formula HO2CCH(NH2)(CH2)4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it. Its codons are AAA and AAG.; ; L-Lysine is a base, as are arginine and histidine. The ε-amino group often participates in hydrogen bonding and as a general base in catalysis. Common posttranslational modifications include methylation of the ε-amino group, giving methyl-, dimethyl-, and trimethyllysine. The latter occurs in calmodulin. Other posttranslational modifications include acetylation. Collagen contains hydroxylysine which is derived from lysine by lysyl hydroxylase. O-Glycosylation of lysine residues in the endoplasmic reticulum or Golgi apparatus is used to mark certain proteins for secretion from the cell.
• Indication: Supplemental L-lysine has putative anti-herpes simplex virus activity. There is preliminary research suggesting that it may have some anti-osteoporotic activity.
• Pharmacology: Insures the adequate absorption of calcium; helps form collagen ( which makes up bone cartilage & connective tissues); aids in the production of antibodies, hormones & enzymes. Recent studies have shown that Lysine may be effective against herpes by improving the balance of nutrients that reduce viral growth. A deficiency may result in tiredness, inability to concentrate, irritability, bloodshot eyes, retarded growth, hair loss, anemia & reproductive problems.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absorbed from the lumen of the small intestine into the enterocytes by an active transport process
• References: Griffith RS, Norins AL, Kagan C: A multicentered study of lysine therapy in Herpes simplex infection. Dermatologica. 1978;156(5):257-67. [Pubmed]
• External Links: Wikipedia; PDRhealth

Sigma Aldrich - L5501

包装
1 g in poly tube
10 mg in autosmp vl
5, 25, 100 g in poly bottle

Sigma Aldrich - 62840

Packaging
25, 100, 500 g in poly bottle

Sigma Aldrich - W384704

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

Toronto Research Chemicals - L468895

Essential amino acid for human development. Lysine residues are useful in many cellular processes, due to their ability to accept a wide variety of post-translational modifications.

REFERENCES

• Griffith RS, Norins AL, Kagan C: A multicentered study of lysine therapy in Herpes simplex infection. Dermatologica. 1978;156(5):257-67. Pubmed
• Tosha, L. et. al.: Biochem. J. 435, 509 (2011)