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Merck
CN

32417

那他霉素

VETRANAL®, analytical standard

别名:

游霉素, 那他霉素

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关于此项目

经验公式（希尔记法）:
C33H47NO13
化学文摘社编号:
7681-93-8
分子量:
665.73
E Number:
E235
PubChem Substance ID:
329754196
UNSPSC Code:
41116107
NACRES:
NA.24
EC Number:
231-683-5
MDL number:
MFCD00135085

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产品名称

那他霉素, VETRANAL®, analytical standard

InChI key

NCXMLFZGDNKEPB-FFPOYIOWSA-N

InChI

1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

SMILES string

C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3\C=C\C(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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相关类别

Biochem/physiol Actions

与麦角固醇特异性结合并阻止真菌生长的抗真菌多烯大环内脂。但不同于制霉菌素和菲律宾菌素不同，那他霉素不会改变细胞质膜的渗透性

Application

Natamycin may be used as an analytical reference standard for the quantification of the analyte in wine samples using high-performance liquid chromatography coupled to electrospray ionization in positive mode high resolution mass spectrometry (HPLC-ESI-HR-MS) and reversed-phase high-performance liquid chromatography-tandem mass spectrometry technique (UHPLC-MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Natamycin is a polyene antibiotic that generally finds application as an antifungal agent as it lacks development of resistance and has a broad spectrum of activity. However, its mode of action is yet unclear, direct binding and isothermal titration calorimetry studies has revealed that natamycin binds specifically to ergosterol present in model membranes.
Natamycin shows activity against both molds and yeasts. It finds applications as a fungicidal and antibiotic preservative in the food industry.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

存储类别

11 - Combustible Solids

wgk

WGK 3

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCL3276
WXBF2212V
BCCG6030
BCCF3995
BCBZ4294

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A novel and rapid method for determination of natamycin in wines based on ultrahigh-performance liquid chromatography coupled to tandem mass spectrometry: validation according to the 2002/657/EC European decision
Repizo ML, et al.
Analytical and Bioanalytical Chemistry, 402(2), 965-973 (2012)
Development and validation of a rapid method for the determination of natamycin in wine by high-performance liquid chromatography coupled to high resolution mass spectrometry
Roberts TPD, et al.
Analytical Methods : Advancing Methods and Applications, 3(4), 937-943 (2011)
Natamycin blocks fungal growth by binding specifically to ergosterol without permeabilizing the membrane.
Te Welscher, Yvonne M., et al.
The Journal of Biological Chemistry, 283 (10), 6393-6401 (2008)
Natamycin as a fungicide in agar media.
Pedersen, Jens Christian.
Applied and Environmental Microbiology, 58 (3), 1064-1066 (1992)
Javier Santos-Aberturas et al.
PloS one, 7(6), e38536-e38536 (2012-06-14)
Control of polyene macrolide production in Streptomyces natalensis is mediated by the transcriptional activator PimR. This regulator combines an N-terminal domain corresponding to the Streptomyces antibiotic regulatory protein (SARP) family of transcriptional activators with a C-terminal half homologous to guanylate
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