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Daidzin 6”-O-malonate

$1,344

  • Brand : BIOFRON

  • Catalogue Number : BD-P0372

  • Specification : 95.0%(HPLC)

  • CAS number : 124590-31-4

  • Formula : C24H22O12

  • Molecular Weight : 502.43

  • PUBCHEM ID : 9913968

  • Volume : 25mg

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Catalogue Number

BD-P0372

Analysis Method

HPLC,NMR,MS

Specification

95.0%(HPLC)

Storage

-20℃

Molecular Weight

502.43

Appearance

Powder

Botanical Source

Structure Type

Flavonoids

Category

SMILES

C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)COC(=O)CC(=O)O)O)O)O)O

Synonyms

3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

IUPAC Name

3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

Applications

Glycosylation and subsequent malonylation of isoflavonoids in E. coli: strain development, production and insights into future metabolic perspectives. PUMID/DOI:DOI: 10.1007/s10295-014-1504-6 J Ind Microbiol Biotechnol. 2014 Nov;41(11):1647-58. Genistin and daidzein exhibit a protective effect on DNA damage and inhibit cell proliferation. Glycosylation and malonylation of the compounds increase water solubility and stability. Constructed pET15b-GmIF7GT and pET28a-GmIF7MAT were used for the transformation of Escherichia coli and bioconversion of genistein and daidzein. To increase the availability of malonyl-CoA, a critical precursor of GmIF7MAT, genes for the acyl-CoA carboxylase α and β subunits (nfa9890 and nfa9940), biotin ligase (nfa9950), and acetyl-CoA synthetase (nfa3550) from Nocardia farcinia were also introduced. Thus, the isoflavonoids were glycosylated at position 7 by 7-O-glycosyltranferase and were further malonylated at position 6(″) of glucose by malonyl-CoA: isoflavone 7-O-glucoside-6(″)-O-malonyltransferase both from Glycine max. Engineered E. coli produced 175.7 μM (75.90 mg/L) of genistin and 14.2 μM (7.37 mg/L) genistin 6''-O-malonate. Similar conditions produced 162.2 μM (67.65 mg/L) daidzin and 12.4 μM (6.23 mg/L) daidzin 6''-O-malonate when 200 μM of each substrate was supplemented in the culture. Based on our findings, we speculate that isoflavonoids and their glycosides may prove useful as anticancer drugs with added advantage of increased solubility, stability and bioavailability.

Density

1.595g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

284ºC

Boiling Point

824.8ºC at 760 mmHg

Melting Point

InChl

InChI=1S/C24H22O12/c25-12-3-1-11(2-4-12)15-9-33-16-7-13(5-6-14(16)20(15)29)35-24-23(32)22(31)21(30)17(36-24)10-34-19(28)8-18(26)27/h1-7,9,17,21-25,30-32H,8,10H2,(H,26,27)/t17-,21-,22+,23-,24-/m1/s1

InChl Key

MTXMHWSVSZKYBT-ASDZUOGYSA-N

WGK Germany

RID/ADR

HS Code Reference

2934990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:124590-31-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30225135

Abstract

The asymmetric unit of the title compound {systematic name: 3-[(tert-butyl­diphenyl­sil­yl)­oxy]propane-1,2-diol, C19H26O3Si}, contains eight chiral mol­ecules (Z′ = 8). These mol­ecules are connected via a complex system of hydrogen bonds into an infinite assembly along the [100] axis; hydro­phobic tert-butyl and phenyl groups form an external coating of the assembly. These assemblies are packed by weak inter­molecular inter­actions in a peculiar formation resembling a ‘header bond’ masonry brick wall. Disorder of flexible fragments increases with temperature but the same crystal structure exists from 120 to 220 K (and most probably to the melting point at 334 K).

KEYWORDS

crystal structure, (S)-1-O-t-butyl­diphenyl­silylglycerol, chiral, high Z′ structure, disorder

Title

Crystal structure of (S)-1-O-tert-butyl­diphenyl­silylglycerol: eight chiral mol­ecules in a triclinic cell

Author

Bogdan Doboszewski,a Alexander Y. Nazarenko,b,* Victor N. Nemykin,c and Maria Joselice e Silvad

Publish date

2018 Sep 1;

PMID

19430104

Abstract

Objective
To determine the extent of viral resistance over time among non-clade B HIV-1 infected patients in Uganda maintained on first line highly active antiretroviral therapy (HAART) following virologic failure.

Methods
Genotyping was performed on sixteen patients with virologic failure who were enrolled in an open label randomized clinical trial of short-cycle treatment interruption.

Results
All patients receiving efavirenz containing HAART had at least 1 efavirenz resistance mutation develop during follow-up. The majority 13/15 (86%) developed lamivudine resistance during follow-up but no thymidine analogue mutations (TAMS) developed during a median duration of virologic failure of 325.5 days.

Conclusions
Genotypic resistance to both efavirenz and lamivudine developed early during the course of treatment after virologic failure. TAMs did not emerge early despite moderate exposure time to thymidine analogs during virologic failure.

KEYWORDS

human immunodeficiency virus (HIV), antiretroviral drug resistance, virologic failure

Title

Steven J. Reynolds,1,2 Cissy Kityo,3 Frank Mbamanya,3 Robin Dewar,4 Francis Ssali,3 Thomas C. Quinn,1,2 Peter Mugyenyi,3 and Mark Dybul5

Author

Steven J. Reynolds,1,2 Cissy Kityo,3 Frank Mbamanya,3 Robin Dewar,4 Francis Ssali,3 Thomas C. Quinn,1,2 Peter Mugyenyi,3 and Mark Dybul5

Publish date

2009 Sep 24.

PMID

25558175

Abstract

Purpose
To analyze the spectrum of sequence variants in the MYO7A and USH2A genes in a group of Italian patients affected by Usher syndrome (USH).

Methods
Thirty-six Italian patients with a diagnosis of USH were recruited. They received a standard ophthalmologic examination, visual field testing, optical coherence tomography (OCT) scan, and electrophysiological tests. Fluorescein angiography and fundus autofluorescence imaging were performed in selected cases. All the patients underwent an audiologic examination for the 0.25-8,000 Hz frequencies. Vestibular function was evaluated with specific tests. DNA samples were analyzed for sequence variants of the MYO7A gene (for USH1) and the USH2A gene (for USH2) with direct sequencing techniques. A few patients were analyzed for both genes.

Results
In the MYO7A gene, ten missense variants were found; three patients were compound heterozygous, and two were homozygous. Thirty-four USH2A gene variants were detected, including eight missense variants, nine nonsense variants, six splicing variants, and 11 duplications/deletions; 19 patients were compound heterozygous, and three were homozygous. Four MYO7A and 17 USH2A variants have already been described in the literature. Among the novel mutations there are four USH2A large deletions, detected with multiplex ligation dependent probe amplification (MLPA) technology. Two potentially pathogenic variants were found in 27 patients (75%). Affected patients showed variable clinical pictures without a clear genotype-phenotype correlation.

Conclusions
Ten variants in the MYO7A gene and 34 variants in the USH2A gene were detected in Italian patients with USH at a high detection rate. A selective analysis of these genes may be valuable for molecular analysis, combining diagnostic efficiency with little time wastage and less resource consumption.

Title

MYO7A and USH2A gene sequence variants in Italian patients with Usher syndrome

Author

Andrea Sodi,1 Alessandro Mariottini,2 Ilaria Passerini,2 Vittoria Murro,1 Iryna Tachyla,corresponding author1 Benedetta Bianchi,3 Ugo Menchini,1 and Francesca Torricelli2

Publish date

2014;