肉桂霉素,Cinnamycin;from Streptomyces cinnamoneus, ≥95% (HPLC)

别名: Ro 09-0198; Empirical Formula (Hill Notation): C89H125N25O25S3 CAS号: 110655-58-8 分子量: 2041.29 MDL编号: MFCD01770867 NACRES: NA.77
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): C5241
CAS号: 110655-58-8
MDL号: MFCD01770867
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¥9,750.00

说明

Amino Acid Sequence

Cys-Arg-Gln-Cys-Cys--3-NH2-Ala-Phe-Gly-Pro-Phe-(2S,3S)-2-amino-3-mercaptobutanoyl-Phe-Val-Cys-3-OH-α-Asp-Gly-Asn-(2S,3S)-2-amino-3-mercaptobutanoyl-Lys Disulfide bridges: 1-18, 4-14, 5-11; Lysinoalanine bridge: 6-19
 

一般描述

Cinnamycin is synthesized after proteolytic cleavage from core peptide and takes up a compact globular structure.[1]
 

应用

Cinnamycin has been used in cinnamycin senstivity assay in mouse embryonic fibroblasts (MEFs).[2]
 

生化/生理作用

Cinnamycin based analogs may be useful in treating cystic fibrosis or Clostridium infections.[1]
Cinnamycin is a tetracyclic polypeptide antibiotic containing 19 amino acids. The polypeptide has the unusual amino acids threo-3-methyl-lanthionine, meso-lanthionine, lysinoalanine and 3-hydroxyaspartic acid. It is produced by Streptomyces cinnamoneus and belongs to the duramycin-type l antibiotics. Lantibiotics are synthesized in the ribosome and undergo extensive post-translational modifications to attain their active antimicrobial form. The unique receptor for Cinnamycin, phosphatidylethanolamine (PE), is located on the inner leaflet of the plasma membrane. Cinnamycin induces transbilayer lipid movement leading to the exposure of PE to the outer leaflet of the plasma membrane. The interaction of Cinnamycin with PE provides a tool for PE monitoring. Cinnamycin is active against Gram-positive rods such as Bacilli, Clostyridium and Mycobacterium, causing cell wall biosynthesis stress.
Cinnamycin, like other lantibiotics, was also reported to inhibit phospholipase A2 (PLA2). It was suggested as an alternative treatment for atherosclerosis through its ability to inhibit PLA2 by binding to its substrate PE. Moreover, Cinnamycin was found to inhibit Herpes simplex virus (HSV-1) activity.
 
 

属性

生物来源

Streptomyces cinnamoneus

质量水平

检测方案

≥95% (HPLC)

形式

solid

溶解性

DMSO: 10 mg/mL
acetonitrile: water (1:1): 5 mg/mL (requires heating)

抗生素抗菌谱

fungi

作用机制

cell membrane | interferes

储存温度

2-8°C

InChI

1S/C89H125N25O25S3/c1-43(2)66-84(133)109-59-41-140-40-58-79(128)108-60-42-142-45(4)68(86(135)105-55(75(124)110-66)34-48-22-12-7-13-23-48)111-76(125)54(33-47-20-10-6-11-21-47)104-82(131)61-26-17-31-114(61)65(118)38-98-72(121)53(32-46-18-8-5-9-19-46)103-78(127)57(106-80(60)129)36-95-29-15-14-24-52(87(136)137)102-85(134)67(112-77(126)56(35-63(92)116)99-64(117)37-97-83(132)69(113-81(59)130)70(119)88(138)139)44(3)141-39-49(90)71(120)100-50(25-16-30-96-89(93)94)73(122)101-51(74(123)107-58)27-28-62(91)115/h5-13,18-23,43-45,49-61,66-70,95,119H,14-17,24-42,90H2,1-4H3,(H2,91,115)(H2,92,116)(H,97,132)(H,98,121)(H,99,117)(H,100,120)(H,101,122)(H,102,134)(H,103,127)(H,104,131)(H,105,135)(H,106,129)(H,107,123)(H,108,128)(H,109,133)(H,110,124)(H,111,125)(H,112,126)(H,113,130)(H,136,137)(H,138,139)(H4,93,94,96)/t44-,45?,49+,50+,51+,52+,53+,54+,55+,56+,57+,58+,59+,60+,61+,66+,67?,68+,69+,70-/m1/s1

InChI key

QJDWKBINWOWJNZ-IDGBIKHQSA-N

 

安全信息

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

个人防护装备

Eyeshields, Gloves, type N95 (US)

商品规格
属性名称属性值
储存温度 Storage temp.2-8°C冷藏
全球实时库存 Availability √美国St. Louis ≥ 50 | 欧洲Eur. ≥ 12 | 東京Tokyo ≥ 20 | 香港与北京 ≥ 50