744867

(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate

for Copper-free Click Chemistry

Manufacturer: Sigma Aldrich

CAS Number: 1426827-79-3

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

Select a Size

Pack Size SKU Availability Price
10 MG 744867-10-MG In Stock ₹ 7,122.85
100 MG 744867-100-MG In Stock ₹ 32,150.25

744867 - 10 MG

₹ 7,122.85

In Stock

Quantity

1

Base Price: ₹ 7,122.85

GST (18%): ₹ 1,282.113

Total Price: ₹ 8,404.963

Quality Level

200

form

powder

composition

carbon content, 61.85% hydrogen content, 5.88% nitrogen content, 4.81%

reaction suitability

reaction type: click chemistryreagent type: cross-linking reagent

functional group

NHS ester

storage temp.

−20°C

SMILES string

[H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(ON3C(CCC3=O)=O)=O

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/h10-12H,3-9H2/t10-,11+,12-

InChI key

SKTDJYHCSCYLQU-ZSBIGDGJSA-N

Other Options

Image Product Name Manufacturer Price Range
CS-0085654
endo-BCN-NHS carbonate
ChemScene ₹ 2,823.48 - ₹ 3,32,315.04
AY09530
1426827-79-3 | (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl succinimidyl carbonate
A2B Chem ₹ 3,935.76 - ₹ 1,79,248.20

Related Products

Img

Sigma Aldrich

745073

for Copper-free Click Chemistry...

Img

Sigma Aldrich

742678

for Copper-free Click Chemistry...

Img

Sigma Aldrich

764191

--

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.{67It 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.[1]
  • Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Compare Similar Items

Show Difference

Img

Sigma Aldrich

744867

for Copper-free Click Chemistry...


Quality Level:
200

form:
powder

composition:
carbon content, 61.85% hydrogen content, 5.88% nitrogen content, 4.81%

reaction suitability:
reaction type: click chemistryreagent type: cross-linking reagent

functional group:
NHS ester

storage temp.:
−20°C

SMILES string:
[H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(ON3C(CCC3=O)=O)=O

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/h10-12H,3-9H2/t10-,11+,12-

InChI key:
SKTDJYHCSCYLQU-ZSBIGDGJSA-N

Img

Supelco

74491

analytical standard, size: 20 μm...


Quality Level:
100

form:
aqueous suspensionparticles

composition:
__

reaction suitability:
__

functional group:
__

storage temp.:
2-8°C

SMILES string:
__

InChI:
__

InChI key:
__

Img

Sigma Aldrich

745073

for Copper-free Click Chemistry...


Quality Level:
100

form:
liquid

composition:
carbon content, 62.94% hydrogen content, 8.70% nitrogen content, 8.63%

reaction suitability:
reaction type: click chemistryreagent type: linker

functional group:
amine

storage temp.:
−20°C

SMILES string:
[H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(NCCOCCOCCN)=O

InChI:
1S/C17H28N2O4/c18-7-9-21-11-12-22-10-8-19-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16H,3-13,18H2,(H,19,20)/t14-,15+,16-

InChI key:
YZGOWXGENSKDSE-MUJYYYPQSA-N

Img

Sigma Aldrich

74540

≥97.0% (HPLC)...


Quality Level:
100

form:
crystals

composition:
__

reaction suitability:
__

functional group:
__

storage temp.:
__

SMILES string:
CC(Cc1ccc(O)c(O)c1)C(C)Cc2ccc(O)c(O)c2

InChI:
1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3

InChI key:
HCZKYJDFEPMADG-UHFFFAOYSA-N