LYS

LYSINE

Created: 1999-07-08
Last modified:  2024-09-27

Find related ligands:

Chemical Details

Formal Charge1
Atom Count25
Chiral Atom Count1
Bond Count24
Aromatic Bond Count0
2D diagram of LYS

Chemical Component Summary

NameLYSINE
Systematic Name (OpenEye OEToolkits)[(5S)-5-amino-6-hydroxy-6-oxo-hexyl]azanium
FormulaC6 H15 N2 O2
Molecular Weight147.195
TypeL-PEPTIDE LINKING

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C(N)CCCC[NH3+]
SMILESCACTVS3.341N[CH](CCCC[NH3+])C(O)=O
SMILESOpenEye OEToolkits1.5.0C(CC[NH3+])CC(C(=O)O)N
Canonical SMILESCACTVS3.341 N[C@@H](CCCC[NH3+])C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 C(CC[NH3+])C[C@@H](C(=O)O)N
InChIInChI1.03 InChI=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
InChIKeyInChI1.03 KDXKERNSBIXSRK-YFKPBYRVSA-O

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
  • LYS
  • L-Lysin
  • 6-ammonio-L-norleucine
  • L-2,6-Diaminocaproic acid
  • (S)-2,6-diaminohexanoic acid
Brand Names
  • Aminosyn 8.5%
  • Aminosyn II 8.5% Injection
  • 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix
  • Aminosyn-PF
  • 4.25%travasol Amino Acid InJ.W.elecw.5%dex.
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 24848423, 5460926, 641599
ChEBI CHEBI:32551
CCDC/CSD LYSASP