Cinnamycin

Names

[ Name ]:
Cinnamycin

[Synonym ]:
(1S,4S,13S,16S,19R,22S,25S,28R,31S,37S,41R,44R,47S,50S,53R,56R,65S,70S)-44-Amino-37-(2-amino-2-oxoethyl)-50-(3-amino-3-oxopropyl)-4,16,22-tribenzyl-47-(3-carbamimidamidopropyl)-31-[(R)-carboxy(hydroxy ;)methyl]-25-isopropyl-41,70-dimethyl-2,5,8,14,17,20,23,26,29,32,35,38,45,48,51,54,57,67-octadecaoxo-42,69,72-trithia-3,6,9,15,18,21,24,27,30,33,36,39,46,49,52,55,58,60,66-nonadecaazapentacyclo[38.18.9 
.319,56.328,53.09,13]triheptacontane-6

Biological Activity

[Description]:

Cinnamycin is tetracyclic lantibiotic produced from S. cinnamoneus that contains four unusual amino acids: erythro-β-hydroxyaspartic acid, mesolanthionine, threo-β-methyllanthionine, and lysinoalanine.1 Cinnamycin has demonstrated antiviral activity against herpes simplex virus type 1 KOS strain infection in Vero cells via a cytopathic effect reduction assay. Cinnamycin recognizes the structure of phosphatidylethanolamine and forms an equimolar complex with the phospholipid on biological membranes. This peptide has been used as a probe for analyzing the transbilayer movement of phosphatidylethanolamine.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Molecular Formula ]:
C₈₉H₁₂₅N₂₅O₂₅S₃

[ Molecular Weight ]:
2041.29

[ Exact Mass ]:
2067.838867

[ LogP ]:
-10.74

[ Appearance of Characters ]:
solid

[ Index of Refraction ]:
1.724

[ Storage condition ]:
2-8°C

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
GE1745000

Articles

Effects of docosahexaenoic and arachidonic acids on the synthesis and distribution of aminophospholipids during neuronal differentiation of PC12 cells.

Arch. Biochem. Biophys. 364(1) , 67-74, (1999)

We have shown previously that docosahexaenoic acid (DHA) promotes and arachidonic acid (AA) suppresses neurite outgrowth of PC12 cells induced by nerve growth factor (NGF) and that incorporation of [3...

Manipulation of the phosphatidylethanolamine pool in the human red cell membrane affects its Mg2+-ATPase activity.

Mol. Membr. Biol. 13(2) , 95-102, (1996)

Decreasing the size of the outer leaflet pool of phosphatidylethanolamine (PE) in the erythrocyte membrane by treatment of intact cells with either phospholipase A2, or trinitrobenzenesulphonic acid (...

The structure of Ro 09-0198 in different environments.

Biopolymers 32(4) , 427-33, (1992)

The constitution and configuration of Ro 09-0198 (cinnamycin) have been determined in DMSO. Further investigations in aqueous solution, in SDS micelles and in a lipid bilayer have been done to study t...