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Merck

A2836

Sigma-Aldrich

Ansamitocin P-3 from Actinosynnema pretiosum

≥90% (HPLC)

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About This Item

经验公式(希尔记法):
C32H43ClN2O9
CAS号:
分子量:
635.14
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.32

品質等級

化驗

≥90% (HPLC)

形狀

powder

儲存溫度

2-8°C

SMILES 字串

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 密鑰

OPQNCARIZFLNLF-KUDLRRJMSA-N

相关类别

生化/生理作用

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

象形圖

Exclamation mark

訊號詞

Warning

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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

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