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B3061

Borrelidin

Name: Borrelidin
Brand: SIGMA

From Streptomyces parvulus, ≥98% (HPLC), angiogenesis inhibitor, powder

别名:

2-(7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)-cyclopentanecarboxylic acid, Borrelidine, Cyclopentanecarboxylic acid, NSC 216128, Treponemycin

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关于此项目

经验公式（希尔记法）:

C₂₈H₄₃NO₆

化学文摘社编号:

7184-60-3

分子量:

489.64

UNSPSC Code:

12352200

PubChem Substance ID:

24724417

NACRES:

NA.77

MDL number:

MFCD01740784

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

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产品名称

Borrelidin, from Streptomyces parvulus, ≥98% (HPLC)

biological source

Streptomyces parvulus

Quality Level

200

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 1 mg/mL, methanol: 1 mg/mL

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

−20°C

SMILES string

[H][C@]1(CCC[C@H]1C(O)=O)[C@@H]2C\C=C\C=C(C#N)[C@H](O)[C@@H](C)C[C@H](C)C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O2

InChI

1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1

InChI key

OJCKRNPLOZHAOU-UGKRXNSESA-N

General description

Chemical structure: macrolide

Biochem/physiol Actions

Borrelidin is a potent angiogenesis inhibitor that induces apoptosis in capillary tube-forming cells. Also displays antimalarial activity against drug-resistant Plasmodia. Antimicrobial and selective threonyl t-RNA synthetase inhibitor.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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Biosynthesis of the angiogenesis inhibitor borrelidin by Streptomyces parvulus Tü4055: cluster analysis and assignment of functions.

Carlos Olano et al.

Chemistry & biology, 11(1), 87-97 (2004-04-29)

The biosynthetic gene cluster for the angiogenesis inhibitor borrelidin has been cloned from Streptomyces parvulus Tü4055. Sequence analysis indicates that the macrolide ring of borrelidin is formed by a modular polyketide synthase (PKS) (borA1-A6), a result that was confirmed by

Mutasynthesis - uniting chemistry and genetics for drug discovery.

Kira J Weissman

Trends in biotechnology, 25(4), 139-142 (2007-02-20)

Mutasynthesis couples the power of chemical synthesis with molecular biology to generate derivatives of medicinally valuable, natural products. Recently, this technique has been exploited by Cambridge-based biotech company Biotica Technology Ltd, and their collaborators, to generate promising new variants of

Biosynthesis of the angiogenesis inhibitor borrelidin: directed biosynthesis of novel analogues.

Steven J Moss et al.

Chemical communications (Cambridge, England), (22)(22), 2341-2343 (2006-05-31)

We report the directed biosynthesis of borrelidin analogues and their selective anti-proliferative activity against human cancer cell lines.

Streptomyces heilongjiangensis sp. nov., a novel actinomycete that produces borrelidin isolated from the root surface of soybean [Glycine max (L.) Merr].

Chongxi Liu et al.

International journal of systematic and evolutionary microbiology, 63(Pt 3), 1030-1036 (2012-06-19)

A borrelidin-producing actinomycete, designated strain NEAU-W2(T), was isolated from the root surface of soybean [Glycine max (L.) Merr] and characterized using a polyphasic approach. The organism was found to have morphological and chemotaxonomic characteristics typical of streptomycetes. The G+C content

Biosynthesis of the angiogenesis inhibitor borrelidin by Streptomyces parvulus Tü4055: insights into nitrile formation.