exo BCN-O-PNB
- Product Name
- exo BCN-O-PNB
- CAS No.
- 1380006-72-3
- Chemical Name
- exo BCN-O-PNB
- Synonyms
- exo BCN-PNP;exo BCN-O-PNP;BCN-PNP (EXO);exo BCN-O-PNB;exo BCN - active ester (p-NPC);exo BCN - active ester (p-NPE);exo-Bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-Nitrophenyl) Carbonate;((1R,8S,9R)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl 4-nitrophenyl carbonate;rel-((1R,8S,9r)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (4-nitrophenyl) carbonate;Carbonic acid, (1α,8α,9α)-bicyclo[6.1.0]non-4-yn-9-ylmethyl 4-nitrophenyl ester
- CBNumber
- CB54665284
- Molecular Formula
- C17H17NO5
- Formula Weight
- 315.33
- MOL File
- 1380006-72-3.mol
exo BCN-O-PNB Property
- Boiling point:
- 475.7±37.0 °C(Predicted)
- Density
- 1.32±0.1 g/cm3(Predicted)
- storage temp.
- Storage temp. 2-8°C
- solubility
- good in DMF, DMSO, acetonitrile
- form
- Solid
- color
- White to off-white
- Appearance
- off-white solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- BP-20505
- Product name
- ((1R,8S,9r)-bicyclo[6.1.0]non-4-yn-9-yl)methyl4-nitrophenylcarbonate
- Packaging
- 100mg
- Price
- $430
- Updated
- 2021/12/16
- Product number
- BP-20505
- Product name
- ((1R,8S,9r)-bicyclo[6.1.0]non-4-yn-9-yl)methyl4-nitrophenylcarbonate
- Packaging
- 500mg
- Price
- $1450
- Updated
- 2021/12/16
exo BCN-O-PNB Chemical Properties,Usage,Production
Description
BCN-PNP carbonate is a tool to introduce BCN moety via carbamate linkage with primary amino groups of substrate. Reaction conditions is similar to NHS-amino linkage but PNP ester provides less off-target hydrolysis and higher conjugation yield forming hydrolytically stable bond with substrate.
Bicyclononyne (BCN) is one of the most reactive cyclooctynes for copper-free click chemistry. Both exo- and endo- isomers are active and have near the same power of reactions konstants [1,2]. BCN reacts even faster than DBCO [1] with aromatic azides and comparing to dibenzofused systems has two advantages. First, it contains a plane of symmetry which prevents the formation of mixtures of stereoisomeric products. Second, BCN provides lower lipophilicity which is typically more beneficial when reaction is performed in aqueous solutions. Unlike DBCO, BCN reactivity is not only limited to azides (SPAAC) and nitrones (SPANC), but also covers tetrazines (IEDDA) [2] and more recently tetrazoles (photoclick) [3] providing exceptional reaction rates.
Uses
exo BCN-O-PNB is an alkyl/ether-based PROTAC linker that can be used in the synthesis of PROTACs[1]. exo BCN-O-PNB is a click chemistry reagent, it contains a BCN group that can undergo strain-promoted alkyne-azide cycloaddition (SPAAC) with molecules containing Azide groups.
IC 50
Alkyl/ether
References
[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005
exo BCN-O-PNB Preparation Products And Raw materials
Raw materials
Preparation Products
exo BCN-O-PNB Suppliers
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View Lastest Price from exo BCN-O-PNB manufacturers
- Product
- exo BCN-O-PNB 1380006-72-3
- Price
- US $0.00/mg
- Min. Order
- 100mg
- Purity
- >95.00%
- Supply Ability
- 1g
- Release date
- 2024-03-20