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66547-09-9,MFCD01939731
Catalog No.:AA003A98

66547-09-9 | Ansamitocin p 3'

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1mg
≥85%
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$98.00   $68.00
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5mg
in stock  
$218.00   $153.00
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10mg
in stock  
$325.00   $228.00
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25mg
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003A98
Chemical Name:
Ansamitocin p 3'
CAS Number:
66547-09-9
Molecular Formula:
C32H43ClN2O9
Molecular Weight:
635.1448
MDL Number:
MFCD01939731
SMILES:
CO[C@@H]1/C=C/C=C(\C)/Cc2cc(OC)c(c(c2)N(C(=O)C[C@@H]([C@]2([C@H]([C@@H]([C@@H]3C[C@@]1(O)NC(=O)O3)C)O2)C)OC(=O)C(C)C)C)Cl
Properties
Computed Properties
 
Complexity:
1130  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
2.9  

Literature

Title: An isolable acyclic hemiacetal of ansamitocin P-3.

Journal: Magnetic resonance in chemistry : MRC 20120301

Title: The interplay between mutasynthesis and semisynthesis: generation and evaluation of an ansamitocin library.

Journal: Angewandte Chemie (International ed. in English) 20120116

Title: Combined muta- and semisynthesis: a powerful synthetic hybrid approach to access target specific antitumor agents based on ansamitocin P3.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120116

Title: Dual carbamoylations on the polyketide and glycosyl moiety by asm21 result in extended ansamitocin biosynthesis.

Journal: Chemistry & biology 20111223

Title: Enhanced production of ansamitocin P-3 by addition of Mg2+ in fermentation of Actinosynnema pretiosum.

Journal: Bioresource technology 20111101

Title: N-methylation of the amide bond by methyltransferase asm10 in ansamitocin biosynthesis.

Journal: Chembiochem : a European journal of chemical biology 20110725

Title: Mutational biosynthesis of ansamitocin antibiotics: a diversity-oriented approach to exploit biosynthetic flexibility.

Journal: Chembiochem : a European journal of chemical biology 20110307

Title: Enhanced production of ansamitocin P-3 by addition of isobutanol in fermentation of Actinosynnema pretiosum.

Journal: Bioresource technology 20110101

Title: Cyclization of synthetic seco-proansamitocins to ansamitocin macrolactams by Actinosynnema pretiosum as biocatalyst.

Journal: Chembiochem : a European journal of chemical biology 20101210

Title: A new antitumour ansamitocin from Actinosynnema pretiosum.

Journal: Natural product research 20100701

Title: Preparative isolation and purification of anti-tumor agent ansamitocin P-3 from fermentation broth of Actinosynnema pretiosum using high-performance counter-current chromatography.

Journal: Journal of separation science 20100501

Title: Constitutive overexpression of asm2 and asm39 increases AP-3 production in the actinomycete Actinosynnema pretiosum.

Journal: Journal of industrial microbiology & biotechnology 20091101

Title: Timing of the Delta(10,12)-Delta(11,13) double bond migration during ansamitocin biosynthesis in Actinosynnema pretiosum.

Journal: Journal of the American Chemical Society 20090325

Title: Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins.

Journal: Chemistry & biology 20080825

Title: Highly active ansamitocin derivatives: mutasynthesis using an AHBA-blocked mutant.

Journal: Chembiochem : a European journal of chemical biology 20080505

Title: The ansacarbamitocins: polar ansamitocin derivatives.

Journal: Journal of natural products 20071001

Title: New amide N-glycosides of ansamitocins identified from Actinosynnema pretiosum.

Journal: Archives of pharmacal research 20070601

Title: An integrative expression vector for Actinosynnema pretiosum.

Journal: BMC biotechnology 20070101

Title: On the biosynthetic origin of methoxymalonyl-acyl carrier protein, the substrate for incorporation of 'glycolate' units into ansamitocin and soraphen A.

Journal: Journal of the American Chemical Society 20061108

Title: Determination of the cryptic stereochemistry of the first PKS chain-extension step in ansamitocin biosynthesis by Actinosynnema pretiosum.

Journal: Chembiochem : a European journal of chemical biology 20060801

Title: Metabolism studies of the anti-tumor agent maytansine and its analog ansamitocin P-3 using liquid chromatography/tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20050301

Title: An API LC/MS/MS quantitation method for ansamitocin P-3 (AP3) and its preclinical pharmacokinetics.

Journal: Journal of pharmaceutical and biomedical analysis 20041119

Title: A novel amide N-glycoside of ansamitocins from Actinosynnema pretiosum.

Journal: The Journal of antibiotics 20040501

Title: The post-polyketide synthase modification steps in the biosynthesis of the antitumor agent ansamitocin by Actinosynnema pretiosum.

Journal: Journal of the American Chemical Society 20031126

Title: Identification of asm19 as an acyltransferase attaching the biologically essential ester side chain of ansamitocins using N-desmethyl-4,5-desepoxymaytansinol, not maytansinol, as its substrate.

Journal: Journal of the American Chemical Society 20020612

Title: Identification of a set of genes involved in the formation of the substrate for the incorporation of the unusual 'glycolate' chain extension unit in ansamitocin biosynthesis.

Journal: Journal of the American Chemical Society 20020424

Title: Venghateri JB, et al. Ansamitocin P3 depolymerizes microtubules and induces apoptosis by binding to tubulin at the vinblastine site. PLoS One. 2013 Oct 4;8(10):e75182.

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