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
Wikipedia : Puromycin
Target
Structures : No structure
Families : PMH_Peptidase_S9
References (1)
| Title : Structural evidence that puromycin hydrolase is a new type of aminopeptidase with a prolyl oligopeptidase family fold - |
| Author(s) : Matoba Y , Nakayama A , Oda K , Noda M , Kumagai T , Nishimura M , Sugiyama M |
| Ref : Proteins , 79 :2999 , 2011 |
| PubMedID: 21905123 |
| Gene_locus related to this paper: strmo-q2hxd9 |