CAS 142439-92-7

biotin disulfide N-hydroxysuccinimide*ester

Description:

Biotin disulfide N-hydroxysuccinimide ester, with the CAS number 142439-92-7, is a chemical compound that serves as a bioconjugation reagent, particularly in the field of biochemistry and molecular biology. This compound features a biotin moiety, which is a vitamin that plays a crucial role in cellular metabolism and is widely used in various biochemical applications due to its strong affinity for avidin or streptavidin. The presence of the disulfide bond allows for the formation of stable conjugates, while the N-hydroxysuccinimide (NHS) ester functionality facilitates the reaction with amine-containing molecules, enabling the attachment of biotin to proteins, peptides, or other biomolecules. This property is particularly useful in labeling, purification, and detection applications. The compound is typically characterized by its ability to form stable conjugates under mild conditions, making it a valuable tool in the development of assays, drug delivery systems, and in the study of protein interactions. Its reactivity and specificity make it an important reagent in the field of bioorthogonal chemistry.

Formula: C₂₂H₃₃N₅O₇S₃

InChI: InChI=1S/C22H33N5O7S3/c28-16(4-2-1-3-15-21-14(13-35-15)25-22(33)26-21)23-9-10-24-17(29)7-11-36-37-12-8-20(32)34-27-18(30)5-6-19(27)31/h14-15,21H,1-13H2,(H,23,28)(H,24,29)(H2,25,26,33)/t14-,15-,21-/m0/s1

InChI key: InChIKey=LWPHUVGDBNUVHA-GXZWQRSESA-N

SMILES: C(CCCC(NCCNC(CCSSCCC(ON1C(=O)CCC1=O)=O)=O)=O)[C@H]2[C@@]3([C@](CS2)(NC(=O)N3)[H])[H]

Synonyms:

• (3aS,4S,6aR)-N-[2-[[3-[[3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide
• 1H-Thieno[3,4-d]imidazole-4-pentanamide, N-[2-[[3-[[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-, (3aS,4S,6aR)-
• 1H-Thieno[3,4-d]imidazole-4-pentanamide, N-[2-[[3-[[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-, [3aS-(3aα,4β,6aα)]-
• B 4531
• (+)-Biotin-SS-NHS
• SucciniMidyl 2-(biotinaMido)-ethyl-1,3' -dithiopropionate
• BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER
• Succinimidyl 3-[3-[2-(biotinamido)ethyl]amino-3-oxopropyl]dithio]propionate
• NHS-SS-11-Biotin
• Biotin-bisamido-SS-NHS
• [2-(BIOTINAMIDO)ETHYLAMIDO]-3,3'-DITHIODIPROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER
• Biotin-bisamido-SS-NHS ester

(3aS,4S,6aR)-N-[2-[[3-[[3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide

CAS: 142439-92-7

Formula: C₂₂H₃₃N₅O₇S₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 575.7217

Ref: IN-DA009F8G

Biotin-bis-amido-SS-NHS

CAS: 142439-92-7

Biotin-bis-amido-SS-NHS is an alkyl/ether-based PROTAC linker that finds utility in the synthesis of PROTACs.

Formula: C₂₂H₃₃N₅O₇S₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 575.72

Ref: TM-T14575

(2-[Biotinamido]ethylamido)-3,3'-dithiodipropionic acid N-hydroxysuccinimide ester

CAS: 142439-92-7

Biotinamido-3,3'-dithiodipropionic acid N-hydroxysuccinimide ester is a biotinylated derivative of the lectin from Streptomyces griseus. It has been shown to bind to the mycolic acid on the surface of mycobacteria and activate inflammatory cells. The lectin has also been used as a vaccine adjuvant for tuberculosis and other bacterial infections. Biotinamido-3,3'-dithiodipropionic acid N-hydroxysuccinimide ester activates Toll-like receptor 4 (TLR4) and induces secretion of tumor necrosis factor alpha (TNF-α). TLR4 is a cell surface receptor that recognizes various microbial products, such as lipopolysaccharides (LPS), peptidoglycan, and unmethylated CpG DNA.

Formula: C₂₂H₃₃N₅S₃O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 575.72 g/mol

Ref: 3D-FB52737

NHS SS Biotin

Controlled Product

CAS: 142439-92-7

Formula: C₂₂H₃₃N₅O₇S₃

Color and Shape: Neat

Molecular weight: 575.722

Ref: TR-N394000