Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

A2836

Sigma-Aldrich

Ansamitocin P-3 from Actinosynnema pretiosum

≥90% (HPLC)

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C32H43ClN2O9
Número de CAS:
66584-72-3
Peso molecular:
635.14
MDL number:
MFCD00274586
UNSPSC Code:
12352202
PubChem Substance ID:
24890696
NACRES:
NA.32

Quality Level

200

assay

≥90% (HPLC)

form

powder

storage temp.

2-8°C

SMILES string

CO[C@@H]1\C=C\C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(=O)C(C)C)[C@]3(C)O[C@@H]3[C@H](C)[C@@H]4C[C@@]1(O)NC(=O)O4

InChI

1S/C32H43ClN2O9/c1-17(2)29(37)43-25-15-26(36)35(6)21-13-20(14-22(40-7)27(21)33)12-18(3)10-9-11-24(41-8)32(39)16-23(42-30(38)34-32)19(4)28-31(25,5)44-28/h9-11,13-14,17,19,23-25,28,39H,12,15-16H2,1-8H3,(H,34,38)/b11-9+,18-10+/t19-,23+,24-,25+,28-,31+,32+/m1/s1

InChI key

OPQNCARIZFLNLF-KUDLRRJMSA-N

Biochem/physiol Actions

Fungal metabolite with antineoplastic, antimitotic activity. Binds to tubulin and inhibits vinblastine-induced spiral formation.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Peiji Zhao et al.
Chemistry & biology, 15(8), 863-874 (2008-08-30)
Ansamitocins are potent antitumor maytansinoids produced by Actinosynnema pretiosum. Their biosynthesis involves the initial assembly of a macrolactam polyketide, followed by a series of postpolyketide synthase (PKS) modifications. Three ansamitocin glycosides were isolated from A. pretiosum and fully characterized structurally
Juan Ma et al.
Archives of pharmacal research, 30(6), 670-673 (2007-08-08)
By using preparative TLC as the critical isolation procedure, two compounds, including one new amide N-glycosides of ansamitocin (2), were isolated from Actinosynnema pretiosum. The compounds were elucidated as N-demethyl-N-beta-D-glucopyranosyl ansamitocin P-2, named ansamitocinoside P-2 (1), and N-demethyl-N-beta-D-glucopyranosyl ansamitocin P-1
Tobias Knobloch et al.
Chembiochem : a European journal of chemical biology, 12(4), 540-547 (2012-01-13)
New ansamitocin derivatives were prepared by feeding aminobenzoic acid derivatives to cultures of Actinosynnema pretiosum HGF073, a mutant strain blocked in the biosynthesis of the required 3-amino-5-hydroxybenzoic acid (AHBA) starter unit. Use of several aminobenzoic acids as precursors led to
Florian Taft et al.
Journal of the American Chemical Society, 131(11), 3812-3813 (2009-03-19)
The timing of introduction of the unusually placed Delta(11,13) diene system in ansamitocin (AP) biosynthesis was probed by synthesizing optically active potential tri- and tetraketide intermediates as their SNAC thioesters. An AP-nonproducing mutant Actinosynnema pretiosum was complemented by the R
Nathaniel L Segraves et al.
Magnetic resonance in chemistry : MRC, 50(3), 256-259 (2012-03-01)
During impurity analysis of maytansinol (2), produced from the reduction of ansamitocin P-3 (AP-3, 1), a surprisingly stable acyclic hemiacetal (4) was isolated. A combination of 1D and 2D NMR experiments, along with liquid chromatography-mass spectrometry data was used to
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico