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Merck
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Documenti

B3061

Sigma-Aldrich

Borrelidin

from Streptomyces parvulus, ≥98% (HPLC)

Sinonimo/i:

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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About This Item

Formula empirica (notazione di Hill):
C28H43NO6
Numero CAS:
7184-60-3
Peso molecolare:
489.64
Numero MDL:
MFCD01740784
Codice UNSPSC:
12352200
ID PubChem:
24724417
NACRES:
NA.77

Origine biologica

Streptomyces parvulus

Livello qualitativo

200

Saggio

≥98% (HPLC)

Forma fisica

powder

Solubilità

DMSO: 1 mg/mL
methanol: 1 mg/mL

Spettro attività antibiotica

viruses

Modalità d’azione

enzyme | inhibits

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

[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
OJCKRNPLOZHAOU-UGKRXNSESA-N

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Descrizione generale

Chemical structure: macrolide

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
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.
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
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
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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