Details
Stereochemistry | MIXED |
Molecular Formula | C10H18O4 |
Molecular Weight | 202.2475 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C(CCOCC1CO1)COCC2CO2
InChI
InChIKey=SHKUUQIDMUMQQK-UHFFFAOYSA-N
InChI=1S/C10H18O4/c1(3-11-5-9-7-13-9)2-4-12-6-10-8-14-10/h9-10H,1-8H2
Molecular Formula | C10H18O4 |
Molecular Weight | 202.2475 |
Charge | 0 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
1,4-Butanediol diglycidyl ether (BDDE) is a viscous liquid, which is hygroscopic in nature. BDDE is the most commonly used homobifunctional epoxide compound. BDDE may react with amines, hydroxyls, sulfhydryl groups to produce secondary amines, ether or thioether bonds respectively. BDDE is a cross linking agent used
• for preparing amylose, xylan and hydroxyethyl-cellulose
• to cross link polyethylenimine which also serves as a hole-blocking layer in organic solar cells
• to cross link hyaluronic acid (HA) into hydrogels
• for the activation of soluble dextran polymers.
• Amine or hydroxyl containing bis-epoxy supports are reacted with BDDE to form particles containing terminal epoxide group for immobilization reactions.
In most commercial products, HA is crosslinked to increase its longevity, and the crosslinking agent used has an important effect on the properties of the final product; BDDE is the crosslinking agent used in the majority of the market-leading HA fillers, and its stability, biodegradability, and long safety record spanning more than 15 years are what make it the industry standard, ahead of other crosslinkers such as divinyl sulfone and 2,7,8-diepoxyoctane. Its ability to crosslink is attributed to the reactivity of the epoxide groups present at the two ends of the molecule. Under basic (pH > 7) conditions, these epoxide groups preferentially react with the most accessible primary alcohol in the HA backbone, forming an ether bond connection. The superior stability of the ether bond (relative to the ester or amide bond) is one of the reasons that BDDE-crosslinked HA fillers have a clinical duration that can reach or exceed 1 year. In addition, BDDE has a significantly lower toxicity than other ether-bond crosslinking chemistry based agents (e.g., divinyl sulfone), is biodegradable, and has been well studied.
Approval Year
PubMed
Title | Date | PubMed |
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Studies on the retention of plasmid DNA and Escherichia coli nucleic acids by hydrophobic interaction chromatography. | 2001 |
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[Purification of proteins in human plasma with new nylon affinity membranes]. | 2001 May |
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Development of cellulose-DNA immunoadsorbent. | 2002 Feb |
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Hydrophobic interaction chromatography of homo-oligonucleotides on derivatized Sepharose CL-6B. Application of the solvophobic theory. | 2002 Jan 25 |
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Influence of the morphology of poly(EGDMA-co-HEMA) on the chemical modifications and retention of O-phosphothreonine. | 2003 Jan 31 |
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An attempt to improve diagnostics of contact allergy due to epoxy resin systems. First results of the multicentre study EPOX 2002. | 2004 Nov-Dec |
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Contact vitiligo following a strong patch test reaction to triglycidyl-p-aminophenol in an aircraft industry worker: case report and review of the literature. | 2005 Aug |
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Enzyme immunoassays for the analysis of streptomycin in milk, serum and water: development and assessment of a polyclonal antiserum and assay procedures using novel streptomycin derivatives. | 2005 Jun |
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Immobilized protein ZZ, an affinity tool for immunoglobulin isolation and immunological experimentation. | 2006 Sep |
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Affinity chromatography for the purification of therapeutic proteins from transgenic maize using immobilized histamine. | 2008 Mar |
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Rapid determination of ractopamine residues in edible animal products by enzyme-linked immunosorbent assay: development and investigation of matrix effects. | 2009 |
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Review of soft tissue augmentation in the face. | 2009 Aug 28 |
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Development of 5-valent conjugate pneumococcal protein A - Capsular polysaccharide pneumococcal vaccine against invasive pneumococcal disease. | 2009 Sep |
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Use of cross-linked carboxymethyl cellulose for soft-tissue augmentation: preliminary clinical studies. | 2010 Nov 9 |
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Platelet autologous growth factors decrease the osteochondral regeneration capability of a collagen-hydroxyapatite scaffold in a sheep model. | 2010 Sep 27 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:13:43 UTC 2023
by
admin
on
Fri Dec 15 16:13:43 UTC 2023
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Record UNII |
E9MU425FIB
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Record Status |
Validated (UNII)
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Record Version |
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C014376
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DTXSID7024667
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100000159555
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17046
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5459
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24834
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2425-79-8
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E9MU425FIB
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219-371-7
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SUB169862
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