L-Lysine

• CAS: 56-87-1
• Catalog Number: ACM56871
• Category: Inhibitors
• Molecular Weight: 146.19
• Molecular Formula: C6H14N2O2
• Description: Lysine (abbreviated as Lys or K), encoded by the codons AAA and AAG, is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain lysyl ((CH2)4NH2), classifying it as a charged (at physiological pH), aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it and thus it must be obtained from the diet.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. The ε-amino group (NH3+) is attached to the fifth carbon from the α-carbon, which is attached to the carboxyl (C=OOH) group.Common posttranslational modifications include methylation of the ε-amino group, giving methyl-, dimethyl-, and trimethyllysine (the latter occurring in calmodulin); also acetylation, sumoylation, ubiquitination, and hydroxylation – producing the hydroxylysine in collagen and other proteins. O-Glycosylation of hydroxylysine residues in the endoplasmic reticulum or Golgi apparatus is used to mark certain proteins for secretion from the cell. In opsins like rhodopsin and the visual opsins (encoded by the genes OPN1SW, OPN1MW, and OPN1LW), retinaldehyde forms a Schiff base with a conserved lysine residue, and interaction of light with the retinylidene group causes signal transduction in color vision (See visual cycle for details). Deficiencies may cause blindness, as well as many other problems due to its ubiquitous presence in proteins.
• Synonyms: 2,6-Diaminohexanoic acid
• IUPAC Name: (2S)-2,6-Diaminohexanoic acid
• Canonical SMILES: C(CCN)CC(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
• InChI Key: KDXKERNSBIXSRK-YFKPBYRVSA-N
• Boiling Point: 265.81 °C
• Melting Point: 215 °C(lit.)
• Flash Point: 142.2 °C
• Density: 1.1360 g/cm³
• Solubility: Insoluble in ethanol, ethyl ether, acetone, benzene
• Appearance: Solid
• Storage: Keep in dark place, inert atmosphere, room temperature
• Active Content: 95%
• Complexity: 106
• EC Number: 200-294-2
• Exact Mass: 146.105527694
• Hazard Codes: Xi
• Hazard Statements: Xi
• HS Code: 2922411000
• Isomeric SMILES: C(CCN)C[C@@H](C(=O)O)N
• LogP: 0.92790
• MDL Number: MFCD00064433
• Monoisotopic Mass: 146.105527694
• Physical State: Solid
• pKa: 2.16(at 25 °C)
• PSA: 89.34
• Refractive Index: 26 ° (C=2, 5mol/L HCl)
• Safety Description: 24/25
• Solubility In Water: Soluble
• Stability: Stable. Incompatible with strong oxidizing agents.
• Storage Conditions: Store at RT.
• Topological Polar Surface Area: 89.3 Ų
• WGK Germany: 3

Custom Q&A

What is the molecular formula of L-lysine?

The molecular formula of L-lysine is C6H14N2O2.

What are the synonyms of L-lysine?

The synonyms of L-lysine are lysine, 56-87-1, lysine acid, and h-Lys-oh.

What is the molecular weight of L-lysine?

The molecular weight of L-lysine is 146.19 g/mol.

What is the role of L-lysine?

L-lysine has various roles, including being a micronutrient, a nutraceutical, an anticonvulsant, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, a human metabolite, an algal metabolite, and a mouse metabolite.

Is L-lysine an essential amino acid?

Yes, L-lysine is an essential amino acid, meaning that humans cannot synthesize it.

What are the posttranslational modifications of L-lysine?

Common posttranslational modifications of L-lysine include methylation, acetylation, and hydroxylation.

What is the IUPAC name of L-lysine?

The IUPAC name of L-lysine is (2S)-2,6-diaminohexanoic acid.

What is the InChIKey of L-lysine?

The InChIKey of L-lysine is KDXKERNSBIXSRK-YFKPBYRVSA-N.

Is L-lysine found in or produced by Escherichia coli?

Yes, L-lysine is found in or produced by Escherichia coli (strain K12, MG1655).

What is the CAS number of L-lysine?

The CAS number of L-lysine is 56-87-1.