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G1796

Sigma-Aldrich

Glycolide

≥99%

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Synonym(s):
1,4-Dioxane-2,5-dione
Empirical Formula (Hill Notation):
C4H4O4
CAS Number:
Molecular Weight:
116.07
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

≥99%

mp

82-86 °C (lit.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C1COC(=O)CO1

InChI

1S/C4H4O4/c5-3-1-7-4(6)2-8-3/h1-2H2

InChI key

RKDVKSZUMVYZHH-UHFFFAOYSA-N

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1 of 4

This Item
124737D103705PHR1427
vibrant-m

G1796

Glycolide

vibrant-m

124737

Glycolic acid

vibrant-m

D103705

Diglycolic anhydride

vibrant-m

PHR1427

Glycolic Acid

mp

82-86 °C (lit.)

mp

75-80 °C (lit.)

mp

92-93 °C (lit.)

mp

75-80 °C (lit.)

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

2-30°C

shipped in

dry ice

shipped in

-

shipped in

-

shipped in

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

300

General description

Glycolide is a cyclic dimer of α-hydroxy acid that can be used in the formation of aliphatic polyester. It is synthesized by the dimerization of glycolic acid. It forms a low toxic synthetic biodegradable polymer that can be used in medical applications. It is majorly used in the formation of a highly crystalline poly(glycolide) by ring opening polymerization.

Application

Glycolide can be used as a monomer in the preparation of poly(lactic-co-glycolide)(PGLA) via copolymerization with lactide monomer. PGLA is further used in the following applications:
  • Porous PGLA microsphere scaffolds are used in bone repair applications.
  • Encapsulated PGLA nanoparticles can be used in drug delivery and tissue engineering applications. Polymeric micro/nanoparticles made from PLGA have gained significant interest for their appealing characteristics, including biodegradability, biocompatibility, prolonged drug release, and safeguarding the drug against degradation.
It can also be used to synthesize poly(glycolide-caprolactone)(PGCL) copolymers applicable as bioabsorbable suture materials.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Types of biodegradable polymers
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Biomaterials, 145, 154-167 (2017-09-02)
siRNA-loaded nanoparticles (NPs) administered systemically can overcome the poor stability and rapid elimination of free double-stranded RNA in circulation, resulting in increased tumor accumulation and efficacy. siRNA against osteopontin (siOPN), a protein involved in breast cancer development, was encapsulated in
Habibun Nabi et al.
Parasitology research, 116(1), 359-370 (2016-10-28)
Toxoplasmosis is one of the most common zoonotic protozoal diseases. Recent advances in biotechnology have produced recombinant protein, which are immunogenic, and progress in nano-pharmaceutics has generated encapsulated protein in nanospheres, which are suitable for vaccine delivery. DNA was extracted
Hendrik Vögeling et al.
Materials science & engineering. C, Materials for biological applications, 103, 109749-109749 (2019-07-28)
Catheter related infections are causing one third of all blood stream infections. The mortality of those infections is very high and the gold standard for catheter related blood stream infections (CR-BSI) is still the removal of the catheter and systemic
J L Guo et al.
Science advances, 5(6), eaaw7396-eaaw7396 (2019-06-12)
Synthetic hydrogels are investigated extensively in tissue engineering for their tunable physicochemical properties but are bioinert and lack the tissue-specific cues to produce appropriate biological responses. To introduce tissue-specific biochemical cues to these hydrogels, we have developed a modular hydrogel

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