HOAt

coupling activator for racemization-free coupling in peptide synthesis CAS# 39968-33-7

HOAt

2D Structure

Catalog No. BCC2815----Order now to get a substantial discount!

Product Name & Size Price Stock
HOAt: 5mg $6 In Stock
HOAt: 10mg Please Inquire In Stock
HOAt: 20mg Please Inquire Please Inquire
HOAt: 50mg Please Inquire Please Inquire
HOAt: 100mg Please Inquire Please Inquire
HOAt: 200mg Please Inquire Please Inquire
HOAt: 500mg Please Inquire Please Inquire
HOAt: 1000mg Please Inquire Please Inquire
Related Products
  • Poloxin

    Catalog No.:BCC1867
    CAS No.:321688-88-4
  • GW843682X

    Catalog No.:BCC1614
    CAS No.:660868-91-7
  • BI 2536

    Catalog No.:BCC2081
    CAS No.:755038-02-9
  • GSK461364

    Catalog No.:BCC3788
    CAS No.:929095-18-1

Quality Control of HOAt

3D structure

Package In Stock

HOAt

Number of papers citing our products

Chemical Properties of HOAt

Cas No. 39968-33-7 SDF Download SDF
PubChem ID 181649 Appearance Powder
Formula C5H4N4O M.Wt 136.11
Type of Compound N/A Storage Desiccate at -20°C
Solubility >6.8mg/mL in DMSO
Chemical Name 3-hydroxytriazolo[4,5-b]pyridine
SMILES C1=CC2=C(N=C1)N(N=N2)O
Standard InChIKey FPIRBHDGWMWJEP-UHFFFAOYSA-N
Standard InChI InChI=1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

HOAt Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

HOAt Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of HOAt

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.347 mL 36.735 mL 73.47 mL 146.94 mL 183.675 mL
5 mM 1.4694 mL 7.347 mL 14.694 mL 29.388 mL 36.735 mL
10 mM 0.7347 mL 3.6735 mL 7.347 mL 14.694 mL 18.3675 mL
50 mM 0.1469 mL 0.7347 mL 1.4694 mL 2.9388 mL 3.6735 mL
100 mM 0.0735 mL 0.3673 mL 0.7347 mL 1.4694 mL 1.8367 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University

Background on HOAt

A coupling activator for racemization-free coupling in peptide synthesis; An additive for peptide segment coupling in in reducing the extent of configurational loss at the reactive carboxylic acid residue. Carpino L A etc. works demonstrated that the DIC/HOAt system is more effective in preserving configuration for peptide segment coupling than the analogous DIC/HOBt system

in DMF and DCM. [1]

Reference:
Carpino L A, El-Faham A.  The diisopropylcarbodiimide/1-hydroxy-7-azabenzotriazole system: segment coupling and stepwise peptide assembly[J]. Tetrahedron, 1999, 55(22): 6813-6830.

Featured Products
New Products
 

References on HOAt

Peptide bond-forming reagents HOAt and HATU are not mutagenic in the bacterial reverse mutation test.[Pubmed:26840011]

Environ Mol Mutagen. 2016 Apr;57(3):236-40.

The peptide bond-forming reagents 1-hydroxy-7-azabenzotriazole (HOAt, CAS 39968-33-7) and O-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (HATU, CAS 148893-10-1) either have structural alerts, unclassified features or are considered out of domain when evaluated for potential mutagenicity with in silico programs DEREK and CaseUltra. Since they are commonly used reagents in pharmaceutical drug syntheses, they may become drug substance or drug product impurities and would need to be either controlled to appropriately safe levels or tested for mutagenicity. Both reagents were tested in the bacterial reverse mutation (Ames) test at Covance, under GLP conditions, following the OECD test guideline and ICH S2(R1) recommendations and found to be negative. Our data show that HOAt and HATU-common pharmaceutical synthesis reagents-are not mutagenic, and can be treated as ordinary drug impurities.

Oxyma: an efficient additive for peptide synthesis to replace the benzotriazole-based HOBt and HOAt with a lower risk of explosion.[Pubmed:19575348]

Chemistry. 2009 Sep 21;15(37):9394-403.

Oxyma [ethyl 2-cyano-2-(hydroxyimino)acetate] has been tested as an additive for use in the carbodiimide approach for formation of peptide bonds. Its performance in relation to those of HOBt and HOAt, which have recently been reported to exhibit explosive properties, is reported. Oxyma displayed a remarkable capacity to inhibit racemization, together with impressive coupling efficiency in both automated and manual synthesis, superior to those of HOBt and at least comparable to those of HOAt, and surpassing the latter coupling agent in the more demanding peptide models. Stability assays showed that there was no risk of capping the resin under standard coupling conditions. Finally, calorimetry assays (DSC and ARC) showed decomposition profiles for benzotriazole-based additives that were consistent with their reported explosivities and suggested a lower risk of explosion in the case of Oxyma.

Reactions of monoaryl-substituted methylenecyclobutanes and methylenecyclopropanes with 1-hydroxybenzotriazole (HOBt), 1-hydroxy-7-azabenzotriazole (HOAt), and 1-hydroxysuccinimide (HOSu).[Pubmed:19222218]

J Org Chem. 2009 Mar 20;74(6):2516-20.

Monoaryl-substituted methylenecyclobutanes (MCBs) and methylenecyclopropanes (MCPs) react with 1-hydroxybenzotriazole (HOBt), 1-hydroxy-7-azabenzotriazole (HOAt), and 1-hydroxysuccinimide (HOSu) smoothly to produce the corresponding cyclobutylmethanone and cyclopropylmethanone derivatives 2, 4, and 5 via a cascade epoxidation and nucleophilic addition process or the corresponding epoxides 6 in moderate to good yields under mild conditions. A plausible mechanism has been proposed on the basis of the control experiments and the isolation of the reaction intermediates.

Keywords:

HOAt,39968-33-7,Natural Products,Peptide Coupling Reagents, buy HOAt , HOAt supplier , purchase HOAt , HOAt cost , HOAt manufacturer , order HOAt , high purity HOAt

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: