BCN-OH CAS 1263166-90-0

• Iden­ti­fi­ca­tion
• Prop­er­ties
• Safe­ty Data
• Spec­i­fi­ca­tions & Oth­er Information
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Iden­ti­fi­ca­tion

CAS Number

1263166-90-0

Name

BCN-OH

Syn­onyms

(1R,8S,9s)-Bicyclo[6.1.0]non-4-in-9-ylmethanol

[Ger­man]

[IUPAC name – gen­er­at­ed by ACD/​Name]
(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol

[IUPAC name – gen­er­at­ed by ACD/​Name]
(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylméthanol

[French]

[IUPAC name – gen­er­at­ed by ACD/​Name]
(1α,8α,9β)-Bicyclo[6.1.0]non-4-yne-9-methanol

1263166-90-0

[RN]
9-Hydroxymethylbicyclo[6.1.0]nonyne

BCN-OH

Bicyclo[6.1.0]non-4-yne-9-methanol, (1R,8S)-

[IUPAC index name – gen­er­at­ed by ACD/​Name]
endo-9-Hydroxymethylbicyclo[6.1.0]non-4-yne

MFCD26142970

[MDL number]

SMILES

OC[C@H]1[C@H]2CCC#CCC[C@@H]12

Std­InChI

InChI=1S/C10H14O/c11-7-10-8-5-3-1-2-4-6-9(8)10/h8-11H,3-7H2/t8-,9+,10-

Std­InChIKey

NSVXZMG­WYBI­CRW-ILWJIGKKSA-N

Mol­e­c­u­lar Formula

C10H14O

Mol­e­c­u­lar Weight

150.221

Beil­stein Reg­istry Number

21037713

MDL Number

MFCD26142970

Prop­er­ties

Appear­ance

White to off-white powder

Safe­ty Data

Sym­bol

Sig­nal Word

Warn­ing

MSDS Download

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our BCN-OH CAS 1263166-90-0

Iden­ti­fi­ca­tion Methods

HNMR, GC

Puri­ty

98% min

Shelf Life

1 year

Stor­age

Store at 2~8℃ for long time

Known Appli­ca­tion

BCN-OH, a strained alkyne build­ing block, is a mito­chon­dr­i­al probe based on the lyophilic biden­tate bicyclic lig­and BCN. The TPP group is a reac­tive sulfenic acid probe that tar­gets mito­chon­dria. It is pri­mar­i­ly used in cop­per-free click chem­istry and is com­mon­ly used for pro­tein and anti­body label­ing and the prepa­ra­tion of bio­probes.
1. Bio­mol­e­cule Mod­i­fi­ca­tion and Label­ing
Protein/​Antibody Label­ing : BCN-OH deriv­a­tives are con­ju­gat­ed to azide-mod­­i­­fied pro­teins or anti­bod­ies for imag­ing, diag­nos­tics, or drug-drug con­ju­gates (ADCs).
Nucle­ic Acid and Car­bo­hy­drate Label­ing : Con­ju­ga­tion to azide-mod­­i­­fied oligonu­cleotides or poly­sac­cha­rides for track­ing or func­tion­al­iza­tion.
2. Drug Deliv­ery and Nano­ma­te­ri­als
Drug con­ju­gates : They can serve as car­ri­ers for link­ing small mol­e­cule drugs to tar­get­ing vec­tors (e.g., anti­bod­ies or pep­tides) via click reac­tions.
Nanopar­ti­cle Sur­face Mod­i­fi­ca­tion : BCN-OH can be used to mod­i­fy the sur­faces of poly­mers, lipo­somes, or quan­tum dots, and then con­ju­gat­ed with azides for pre­cise tar­get­ed delivery. 

3. Mate­ri­als Sci­ence
Poly­mer Chem­istry : Used as a monomer or cross-link­er to con­struct func­tion­al­ized poly­mers or hydro­gels.
Sur­face Mod­i­fi­ca­tion : BCN groups are intro­duced onto glass, met­al, and poly­mer sur­faces, fol­lowed by click reac­tions with azides to achieve sur­face func­tion­al­iza­tion (e.g., biosen­sors and chips).
4. Diag­nos­tics and Imag­ing
Flu­o­res­cent Probes : High­ly sen­si­tive probes are obtained through click cou­pling with azide-con­­tain­ing flu­o­rophores.
Radioac­tive Probes : In mol­e­c­u­lar imag­ing, they are cou­pled with azide-con­­tain­ing radi­o­la­bels for PET/SPECT imag­ing.
5. Research Tools
Meta­bol­ic Label­ing : Azide-mod­­i­­fied com­pounds (e.g., azi­do­sug­ars) are intro­duced into cel­lu­lar metab­o­lism and then cou­pled with BCN to track cel­lu­lar meta­bol­ic path­ways.
Pro­tein Inter­ac­tion Stud­ies : Used as a cross-link­ing reagent to help immo­bi­lize or pull down tar­get complexes.

Gen­er­al View of Documents

Links

This prod­uct is devel­oped by our R&D com­pa­ny Cam­ing Phar­ma­ceu­ti­cal Lim­it­ed (http://​www​.cam​ing​.com/).

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