CINNAMYCIN

Product Name: CINNAMYCIN
CAS No.: 110655-58-8
Chemical Name: CINNAMYCIN
Synonyms: nsc-71936;lanthiopeptin;antibioticnsc-71936;Lanthiopeptin, Ro 09-0198;L-Lysine, L-cysteinyl-L-arginyl-L-glutaminyl-D-cysteinyl-L-cysteinyl-3-aminoalanyl-L-phenylalanylglycyl-L-prolyl-L-phenylalanyl-(2S,3S)-2-amino-3-mercaptobutanoyl-L-phenylalanyl-L-valyl-L-cysteinyl-(3R)-3-hydroxy-L-α-aspartylglycyl-L-asparaginyl-(2S,3S)-2-amino-3-mercaptobutanoyl-, cyclic (6→19)-imi...
CBNumber: CB7503267
Molecular Formula: C89H125N25O25S3
Formula Weight: 2041.29
MOL File: 110655-58-8.mol

More

Less

CINNAMYCIN Property

Density: 1.59±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: acetonitrile: water: 5 mg/mL
form: solid
pka: 3.15±0.11(Predicted)
color: brown
biological source: Streptomyces cinnamoneus

More

Less

Safety

Safety Statements: 22-24/25
WGK Germany: 3
RTECS: GE1745000

More

Less

Hazard and Precautionary Statements (GHS)

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C5241
Product name: Cinnamycin
Purity: from Streptomyces cinnamoneus, ≥95% (HPLC)
Packaging: 1mg
Price: $685
Updated: 2025/07/31

Cayman Chemical

Product number: 20136
Product name: Cinnamycin
Purity: ≥98%
Packaging: 1mg
Price: $287
Updated: 2024/03/01

Cayman Chemical

Product number: 20136
Product name: Cinnamycin
Purity: ≥98%
Packaging: 5mg
Price: $999
Updated: 2024/03/01

ApexBio Technology

Product number: C5021
Product name: Cinnamycin
Packaging: 5mg
Price: $1141
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0013304
Product name: CINNAMYCIN
Purity: 95.00%
Packaging: 5MG
Price: $503.76
Updated: 2021/12/16

More

Less

CINNAMYCIN Chemical Properties,Usage,Production

Uses

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

Uses

Cinnamycin (lanthiopeptin) is a high molecular weight tricyclic antibiotic produced by several species of Streptoverticillium. Cinnamycin is a potent indirect inhibitor of phospholipase A2, acting by specifically sequestering phosphatidylethanolamine (PE), a major component of the mammalian plasma cell membrane. Cinnamycin induces trans-bilayer phospholipid movement in cell membranes to expose internally bound PE. At high surface concentrations of PE, cinnamycin induces membrane re-organisation including membrane fusion and alteration of gross morphology.

Definition

ChEBI: Cinnamycin is a type B lantibiotic consisting of a 19 amino acid tetracyclic polypeptide produced by Streptomyces cinnamoneus. It is a heterodetic cyclic peptide, a macrocycle, a type B lantibiotic and a L-cysteine thioether.

General Description

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

Biological Activity

cinnamycin is a tricyclic antibiotic.cinnamycin, a tetracyclic lantibiotic, is produced from s. cinnamoneus containing four unusual amino acids: mesolanthionine, erythro-β-hydroxyaspartic acid, threo-β-methyllanthionine and lysinoalanine.

Biochem/physiol Actions

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.

in vitro

a previous study indicated that cinnamycin could exclusively bind to ethanolamine phospholipids, such as pe and ethanolamine plasmalogen. model membrane study showed that the binding of cinnamycin to pe-containing liposomes was dependent on membrane curvature. the binding of cinnamycin to multilamellar liposomes induced tubulation of membranes, as demonstrated by electron microscopy and small-angle x-ray scattering [1].

References

[1] iwamoto k, hayakawa t, murate m, makino a, ito k, fujisawa t, kobayashi t. curvature-dependent recognition of ethanolamine phospholipids by duramycin and cinnamycin. biophys j. 2007 sep 1;93(5):1608-19.
[2] wilson dh. clindamycin in the treatment of soft tissue infections: a review of 15 019 patients. br j surg. 1980 feb;67(2):93-6.

CINNAMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

CINNAMYCIN Suppliers

China 20 India 1 South Korea 1 Switzerland 1 United Kingdom 1 United States 5 Global 29

Guangzhou Isun Pharmaceutical Co., Ltd

Tel: 020-39119399 18927568969
Fax: 020-39119999
Email: isunpharm@qq.com
Country: China
ProdList: 4720
Advantage: 55

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51395
Advantage: 80

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9803
Advantage: 58

Lynnchem

Tel: 86-(0)29-85992781 17792393971
Email: info@lynnchem.com
Country: China
ProdList: 4587
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57422
Advantage: 58

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
ProdList: 11218
Advantage: 58

Meng Cheng Technology (Shanghai) Co., LTD

Tel: 400-820-6829
Email: sales@mitachieve.com
Country: China
ProdList: 8860
Advantage: 58

Energy Chemical

Tel: 021-58432009 400-005-6266
Fax: 021-58436166
Email: marketing1@energy-chemical.com
Country: China
ProdList: 44894
Advantage: 58

MedBioPharmaceutical Technology Inc

Tel: 021-69568360 18916172912
Email: order@med-bio.cn
Country: China
ProdList: 8140
Advantage: 58

Shanghai Saikerui Biotechnology Co. , Ltd.

Tel: 021-58000709 15900491054
Email: info@scrbio.com
Country: China
ProdList: 9881
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 15850508050
Fax: 025-85563444
Email: cindy.huang@synzest.com
Country: China
ProdList: 12000
Advantage: 58

Chengdu Peter-like Biotechnology Co., Ltd.

Tel: 028-81700200 13308200041
Email: 2851167782@qq.com
Country: China
ProdList: 11146
Advantage: 58

Shanghai Weiyite Biotechnology Co., Ltd

Tel: 15317051735
Email: zhaojing@wytsci.com
Country: China
ProdList: 9980
Advantage: 58

Cayman Chemical Company

Tel: 800-364-9897
Email: sales@caymanchem.com
Country: China
ProdList: 6838
Advantage: 58

Merck KGaA

Tel: 21-20338288
Email: ordercn@merckgroup.com
Country: China
ProdList: 6394
Advantage: 58

Aikon International Limited

Tel: 025-58859352 18651614124
Email: 2881516338@qq.com
Country: China
ProdList: 10000
Advantage: 58

Santa Cruz Biotechnology Inc

Tel: 021-60936350
Email: scbt@scbt.com
Country: China
ProdList: 6594
Advantage: 58

Absin Bioscience Inc.

Tel: --
Fax: --
Email: chenjw@absin.cn
Country: CHINA
ProdList: 6208
Advantage: 58

Shanghai Hao Zhun Biological Technology Co., Ltd.

Tel: --
Fax: --
Email: info@zzsrm.com
Country: CHINA
ProdList: 6650
Advantage: 58

Guangzhou WeiBo Chemical Co., Ltd.

Tel: --
Fax: --
Email: weibochem@163.com
Country: China
ProdList: 6187
Advantage: 67

110655-58-8, CINNAMYCINRelated Search:

TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) Ethyl isocyanoacetate Ferric acetylacetonate Aluminum acetylacetonate SALCOMINE Cupric acetylacetonate TERT-BUTYL ISOCYANIDE Benzyl isocyanide COBALT(II) ACETYLACETONATE METHYL ISOCYANOACETATE N-BUTYLISOCYANIDE PHENYLSELENOL 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) 2,4-PENTANEDIONE, SILVER DERIVATIVE Tosylmethyl isocyanide TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) Tris(2,4-pentanedionato)chroMiuM(III)

antibioticnsc-71936

lanthiopeptin

nsc-71936

Lanthiopeptin, Ro 09-0198

L-Lysine, L-cysteinyl-L-arginyl-L-glutaminyl-D-cysteinyl-L-cysteinyl-3-aminoalanyl-L-phenylalanylglycyl-L-prolyl-L-phenylalanyl-(2S,3S)-2-amino-3-mercaptobutanoyl-L-phenylalanyl-L-valyl-L-cysteinyl-(3R)-3-hydroxy-L-α-aspartylglycyl-L-asparaginyl-(2S,3S)-2-amino-3-mercaptobutanoyl-, cyclic (6→19)-imi...

110655-58-8

C89H125N25O25S3