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Key Documents

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:
Peso molecolare:
489.64
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Origine biologica

Streptomyces parvulus

Livello qualitativo

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)

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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
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
Christian Herber et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(25), 6684-6691 (2006-06-15)
A new iterative strategy for the flexible preparation of any oligodeoxypropionate stereoisomer is presented which relies on an o-DPPB-directed copper mediated allylic substitution employing enantiomerically pure Grignard reagents; the reaction is working with perfect control over all aspects of the
Ya-Mei Gao et al.
Journal of agricultural and food chemistry, 60(39), 9874-9881 (2012-09-13)
Borrelidin has high and specific antifungal activity against Phytophthora sojae . To explore the antifungal mechanism of borrelidin against P. sojae , the relationship between the antifungal activity of borrelidin and the concentration of threonine was evaluated. The results demonstrated
Borrelidin, a potent antimalarial: stage-specific inhibition profile of synchronized cultures of Plasmodium falciparum.
Aki Ishiyama et al.
The Journal of antibiotics, 64(5), 381-384 (2011-02-24)

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