Basic information Safety Supplier Related

BDP FL maleimide

Basic information Safety Supplier Related

BDP FL maleimide Basic information

Product Name:
BDP FL maleimide
Synonyms:
  • BDP FL maleimide
  • OEMKXDGSMCHMJQ-UHFFFAOYSA-N
  • BDP FL maleimide/MAL
  • Boron, [N-?[2-?(2,?5-?dihydro-?2,?5-?dioxo-?1H-?pyrrol-?1-?yl)?ethyl]?-?5-?[(3,?5-?dimethyl-?2H-?pyrrol-?2-?ylidene-?κN)?methyl]?-?1H-?pyrrole-?2-?propanamidato-?κN1]?difluoro-?, (T-?4)?-
  • 3-(5,5-Difluoro-7,9-dimethyl-5H-5l4,6l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-3-yl)-N-(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)propanamide
CAS:
773859-49-7
MF:
C20H21BF2N4O3
MW:
414.21
Mol File:
773859-49-7.mol
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BDP FL maleimide Chemical Properties

solubility 
Soluble in DMSO, DMF, DCM
Appearance
orange solid
InChI
InChI=1S/C20H21BF2N4O3/c1-13-11-14(2)26-17(13)12-16-4-3-15(27(16)21(26,22)23)5-6-18(28)24-9-10-25-19(29)7-8-20(25)30/h3-4,7-8,11-12H,5-6,9-10H2,1-2H3,(H,24,28)
InChIKey
OEMKXDGSMCHMJQ-UHFFFAOYSA-N
SMILES
C(C1=CC=C2C=C3C(=CC(=[N]3[B+3]([N-]21)([F-])[F-])C)C)CC(=O)NCCN1C(C=CC1=O)=O
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BDP FL maleimide Usage And Synthesis

Description

BDP FL maleimide is a BDP FL linker containing a maleimide group, which selectively reacts with free thiol, sulfhydryl, or mercapto group via Michael addition to form a stable carbon sulfur bond.

BDP FL maleimide is a bright and photostable thiol-reactive dye for protein labeling, peptide modification, and can replace fluorescein for microscopy.

Uses

BDP FL maleimide is a thiol-reactive dye (Ex: 503 nm; Em: 509 nm). BDP FL maleimide can be used for protein labeling, peptide modification, and can replace fluorescein (FAM) for microscopy[1].

References

[1] Jakob W Buecheler, et al. Impact of Payload Hydrophobicity on the Stability of Antibody-Drug Conjugates. Mol Pharm. 2018 Jul 2;15(7):2656-2664. DOI:10.1021/acs.molpharmaceut.8b00177

Abs/Em Maxima

503/509 nm

Fluoresene quantum yield

0.97

Extinction Coefficient

92000

CF260

0.015

CF280

0.027

BDP FL maleimideSupplier

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