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939439

Sigma-Aldrich

Hyaluronic acid hydrazide

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Synonym(s):

ADH, Adipic acid dihydrazide, HA-ADH, Hyaluronic acid, Hyaluronic acid adipic dihydrazide

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About This Item

form

powder or chunks (or Fibers)

Quality Level

100

color

white to faint yellow-brown

storage temp.

2-8°C

SMILES string

OC1[C@H](O[*])[C@@H](C(NN)=O)O[C@H]([C@@H]1O)O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]([C@@H]3O)[C@@H](C(O[Na])=O)O[C@H]([C@@H]3O)O[C@H]4[C@H](O)[C@@H](CO)O[C@H]([C@@H]4NC(C)=O)[*])[C@@H]2NC(C)=O

General description

Hyaluronic acid hydrazide is a versatile and innovative functionalized natural polymer whereby the carboxylic acid moieties of hyaluronic acid are modified with mono- and polyfunctional hydrazides via controlled synthesis. Hyaluronic acid (HA), linear polysaccharide composed of alternating 1,4-linked units of 1,3-linnked glucuronic acid and N-acetylglucosamine, is a crucial component of the extracellular matrix (ECM). The hydrazide groups are highly reactive with aldehydes, leading to the formation of acyl hydrazone linkages. This is particularly useful for linking glycoproteins or carbohydrates in a site specific manner.

Application

  • Hyaluronic acid hydrazide can be used for a wide range of applications. By harnessing the controlled hydrazide modification of hyaluronic acid, this product can be used to create tailored solutions for various fields, including biomedical research, pharmaceuticals, and tissue engineering.
  • Applications include:
  • Developing new drug delivery systems such as prodrugs
  • Studying cell motility in 3D cell culture scaffolds
  • Engineering biocompatible scaffolds and hydrogels for areas such as cartilage tissue engineering
  • The hyaluronic acid hydrazide can also be used as an intermediate to synthesize other HA derivatives with various functional groups.

Features and Benefits

  • Biocompatible and biodegradable
  • Greater than 60% functionalized
  • Tailorable for tethering additional functional groups or biochemical moieties

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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G D Prestwich et al.
Journal of controlled release : official journal of the Controlled Release Society, 53(1-3), 93-103 (1998-09-19)
Controlled modification of the carboxylic acid moieties of hyaluronic acid with mono- and polyfunctional hydrazides leads to biochemical probes, biopolymers with altered physical and chemical properties, tethered drugs for controlled release, and crosslinked hydrogels as biocompatible scaffoldings for tissue engineering.

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