LYS

LYSINE



Chemical Component Summary

NameLYSINE
Identifiers[(5S)-5-amino-6-hydroxy-6-oxo-hexyl]azanium
FormulaC6 H15 N2 O2
Molecular Weight147.195
TypeL-PEPTIDE LINKING
Isomeric SMILESC(CC[NH3+])C[C@@H](C(=O)O)N
InChIInChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/p+1/t5-/m0/s1
InChIKeyKDXKERNSBIXSRK-YFKPBYRVSA-O

Chemical Details

Formal Charge1
Atom Count25
Chiral Atom Count1
Bond Count24
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00123 
NameLysine
Groups
  • nutraceutical
  • approved
DescriptionLysine (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. Lysine is a base, as are arginine and histidine. The ε-amino group acts as a site for hydrogen binding and 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.
Synonyms
  • Lysina
  • Lysine acetate
  • L-Lysin
  • Lysine dihydrate
  • L-Lysine
Brand Names
  • Olimel 7.6%
  • ProcalAmine
  • 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix
  • Imubolic
  • Travasol Inj Without Electrolytes 8.5%
IndicationSupplemental lysine has putative anti-herpes simplex virus activity. There is preliminary research suggesting that it may have some anti-osteoporotic activity.
Categories
  • Amino Acids
  • Amino Acids, Basic
  • Amino Acids, Diamino
  • Amino Acids, Essential
  • Amino Acids, Peptides, and Proteins
ATC-Code
  • V03AF11
  • B05XB03
CAS number56-87-1

Drug Targets

NameTarget SequencePharmacological ActionActions
High affinity cationic amino acid transporter 1MGCKVLLNIGQQMLRRKVVDCSREETRLSRCLNTFDLVALGVGSTLGAGV...unknown
Cationic amino acid transporter 4MARGLPTIASLARLCQKLNRLKPLEDSTMETSLRRCLSTLDLTLLGVGGM...unknown
Cationic amino acid transporter 3MPWQAFRRFGQKLVRRRTLESGMAETRLARCLSTLDLVALGVGSTLGAGV...unknown
Low affinity cationic amino acid transporter 2MIPCRAALTFARCLIRRKIVTLDSLEDTKLCRCLSTMDLIALGVGSTLGA...unknown
Lysine--tRNA ligaseMAAVQAAEVKVDGSEPKLSKNELKRRLKAEKKVAEKEAKQKELSEKQLSQ...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 641599, 5460926, 24848423
ChEBI CHEBI:32551
CCDC/CSD LYSASP