Substrate

Bibliography

Biblio print

Tree Display

AceDB Schema

XML Display

Feedback

Substrate Report for: Puromycin

Puromycin is an aminoglycoside antibiotic isolated from the bacterium Streptomyces alboniger. Puromycin incorporates itself into a growing polypeptide chain and causes its premature termination, thereby inhibiting protein synthesis. This agent has antimicrobial, antitrypanosomal, and antineoplastic properties; it is used as an antibiotic in cell culture. An enzyme of Streptomyces morookaensis JCM4673 inactivates Puromycin. It catalyzes the hydrolysis of an amide linkage between the aminonucleoside and O-methyl-L-tyrosine moieties in the puromycin molecule. (Matoba et al.)


General
Type Antibiotic
Chemical_Nomenclature (2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
Canonical SMILES CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)NC(=O)C(CC4=CC=C(C=C4)OC)N)O
InChI InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16+,18+,22+/m0/s1
InChIKey RXWNCPJZOCPEPQ-NVWDDTSBSA-N
Other name(s) Stylomycin ; Puromycinum ; Puromicina ; Puromycine
________________________________________________________________________________________________
MW|471.50
Formula|C22H29N7O5
CAS_number|53-79-2
PubChem|439530
UniChem|RXWNCPJZOCPEPQ-NVWDDTSBSA-N
IUPHAR|
Wikipedia|Puromycin

Target
Families | Puromycin ligand of proteins in family: PMH_Peptidase_S9

References:
Search PubMed for references concerning: Puromycin
    Title: Structural evidence that puromycin hydrolase is a new type of aminopeptidase with a prolyl oligopeptidase family fold
    Matoba Y, Nakayama A, Oda K, Noda M, Kumagai T, Nishimura M, Sugiyama M
    Ref: Proteins, 79:2999, 2011 : PubMed