HOBt [2592-95-2]

Referencia A7025-500g

embalaje : 500g

Marca : APExBIO Technology


HOBt

Catalog No.
A7025
racemization inhibitor
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Background

HOBt (1-Hydroxybenzotriazole; CAS 2592-95-2) is an organic benzotriazole derivative extensively utilized in peptide chemistry. Structurally, it is characterized as a crystalline powder typically containing bound water molecules (approximately 11.7% by weight). Functionally, HOBt serves as a racemization inhibitor during peptide coupling, minimizing epimerization of stereocenters. In peptide synthesis, it participates in the generation of reactive ester intermediates, such as N-hydroxysuccinimide esters. These activated esters react under mild conditions with amino groups, facilitating efficient amide bond formation. Additionally, HOBt enables preparation of amide analogues from carboxylic acids not readily convertible into acyl chlorides, thus expanding synthesis options for antibiotic derivatives and related bioactive molecules.

References:
[1].  Knig W, Geiger R. EineneueMethodezurSynthese von Peptiden: Aktivierung der CarboxylgruppemitDicyclohexylcarbodiimidunterZusatz von 1‐Hydroxy‐benzotriazolen[J]. ChemischeBerichte, 1970, 103(3): 788-798.
[2].  Myers A G, Yang B H, Chen H. Transformation of Pseudoephedrine Amides into Highly Enantiomerically Enriched Aldehydes, Alcohols, and Ketones[J]. Organic Syntheses, 2000: 29-29.
[3].  owicki D, Huczyński A, Ratajczak-Sitarz M, et al. Structural and antimicrobial studies of a new N-phenylamide of monensin A complex with sodium chloride[J]. Journal of Molecular Structure, 2009, 923(1): 53-59.

Product Citation

Chemical Properties

Physical AppearanceA solid
StorageDesiccate at -20°C
M.Wt135.1
Cas No.2592-95-2
FormulaC6H5N3O
Solubility≥22.4 mg/mL in EtOH with ultrasonic; ≥4.09 mg/mL in H2O with ultrasonic; ≥6.76 mg/mL in DMSO
Chemical Name1-hydroxybenzotriazole
Canonical SMILESO41nnc2c1cccc2
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Biological Activity

Description HOBt is an inhibitor of racemization for peptide synthesis.
Targets racemization          
IC50            

Quality Control

Quality Control & MSDS

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Chemical structure

Related Biological Data

Related Biological Data

 

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Referencia
Descripción
Cond.
Precio Sin IVA
A7025-100g
 100g 
A7023-50g
 50g 
A7025-250G
 250g