[3:39 PM] Rifki Akbar
744867
Sigma-Aldrich

(1R,8S,9S)-BICYCLO[6.1.0]NON-4-YN-9-YLME

Empform:

C15H17NO5

Synonyms English:

N-[((1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-yl)methyloxycarbonyloxy]succinimide; BCN-NHS; BCN-succinimidyl ester

Nacres: NA.22
Fw: 291.3
Pubchem Substance Id: 329765714
CAS Number: 1516551-46-4
Grouped product items
SKU Pack Size Availability Price Quantity
744867-100MG - Available to ship on April 26, 2024
IDR 6,406,000.00
744867-10MG - Available to ship on April 26, 2024
IDR 1,458,000.00
Request a Bulk Order Check Availability

Properties

Properties
composition carbon content 61.85%
Description (1R,8S,9S)-BICYCLO[6.1.0]NON-4-YN-9-YLME
form powder
inchi 1S/C15H17NO5/c17-13-7-8-14(18)16(13)21-15(19)20-9-12-10-5-3-1-2-4-6-11(10)12/h10-12H3-9H2/t10-11+12-
inchi key SKTDJYHCSCYLQU-ZSBIGDGJSA-N
MDM Code 744867-10MG
Material Number 744867
Business Unit 774
Shipping Mode COU
MRP Type YP
Local HS Code 29280090
Legacy SIGMA
Plant 6311
Sales Org 6304
CAS Number 1516551-46-4

Description

Application

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate may be used to functionalize the primary amines of the lysine residue of recombinant elastin-like proteins (ELPs). These functionalized ELPs quickly undergo cross-linking via bio-orthogonal strain-promoted azide-alkyne cycloaddition reactions to form hydrogels with high gelation kinetics and tunable mechanics, making them useful biomaterials for cell encapsulation.{67
It may also be used to synthesize bicyclononyne functionalized poly(ethylene glycol) polymer coatings with anti-fouling properties towards protein adhesion and cell adhesion for supramolecular ureidopyrimidinone (UPy) based materials.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

SAFETY INFORMATION

Signal Word

RIDADRRIDADR

WGK Germany

WGK 3

Flash Point (F)

Not applicable

Flash Point (C)

Not applicable

Target Organs

Risk Statement

Supplemental Hazard Statements

DOCUMENTATION

Certificate of Analysis View Sample COA
Certificate of Origin

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