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Merck
CN

B3061

Borrelidin

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

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产品名称

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

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 key

OJCKRNPLOZHAOU-UGKRXNSESA-N

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

biological source

Streptomyces parvulus

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

Quality Level

200

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相关类别

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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分析证书(COA)

Lot/Batch Number
0000445517
0000445517
0000380061
0000354271
0000380061

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Carlos Olano et al.
Molecular microbiology, 52(6), 1745-1756 (2004-06-10)
The 18-membered polyketide macrolide borrelidin exhibits a number of important biological activities, including potent angiogenesis inhibition. This has prompted two recent total syntheses as well as the cloning of the biosynthetic gene cluster from Streptomyces parvulus Tü4055. Borrelidin possesses some
Chong-Xi Liu et al.
Journal of agricultural and food chemistry, 60(5), 1251-1257 (2012-01-17)
In this study, an endophytic Streptomyces sp. neau-D50 with strong antifungal activity against Phytophthora sojae was isolated from healthy soybean root, using an in vitro screening technique. A bioactivity-guided approach was then employed to isolate and determine the chemical identity
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
Katherine E Jackson et al.
International journal for parasitology, 42(2), 177-186 (2012-01-10)
The causative agent of malaria, Plasmodium, possesses three translationally active compartments: the cytosol, the mitochondrion and a relic plastid called the apicoplast. Aminoacyl-tRNA synthetases to charge tRNA are thus required for all three compartments. However, the Plasmodiumfalciparum genome encodes too
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
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