BV6

BV6 is a bivalent Smac mimetic and an antagonist of the inhibitor of apoptosis (IAP) proteins that binds to IAP1 and XIAP (Kds = 0.46 and 1.3 nM, respectively).

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
BV6(CAS 1001600-56-1)

CAT No: 10-101-288

CAS No:1001600-56-1

Synonyms/Alias:1001600-56-1;BV-6;BV6;(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(2S)-1-[6-[[(2S)-2-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3,3-diphenylpropanoyl]amino]hexylamino]-1-oxo-3,3-diphenylpropan-2-yl]pyrrolidine-2-carboxamide;(2S,2'S)-N,N'-((2S,2'S)-(Hexane-1,6-diylbis(azanediyl))bis(1-oxo-3,3-diphenylpropane-1,2-diyl))bis(1-((S)-2-cyclohexyl-2-((S)-2-(methylamino)propanamido)acetyl)pyrrolidine-2-carboxamide);N,N'-(hexane-1,6-diyl)bis(1-{(2S)-2-cyclohexyl-2-[(N-methyl-L-alanyl)amino]acetyl}-L-prolyl-beta-phenyl-L-phenylalaninamide);BV-6 free;Smac mimetic BV6;BV6 TFA salt;BV6?;GTPL7914;CHEMBL5307648;SCHEMBL18494018;CHEBI:47924;BQB60056;EX-A1502;1001600-56-1.TFA salt;AKOS037648489;CS-3340;AC-36259;BS-14147;DA-61957;HY-16701;SW220104-1;C71022;Q27075588;(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-methylaminopropanoyl]amino]acetyl]-N-[(2S)-1-[6-[[(2S)-2-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-methylaminopropanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3,3-di(phenyl)propanoyl]amino]hexylamino]-1-oxo-3,3-di(phenyl)propan-2-yl]pyrrolidine-2-carboxamide;(2S)-2-{[(2S)-1-[(2S)-2-CYCLOHEXYL-2-[(2S)-2-(METHYLAMINO)PROPANAMIDO]ACETYL]PYRROLIDIN-2-YL]FORMAMIDO}-N-{6-[(2S)-2-{[(2S)-1-[(2S)-2-CYCLOHEXYL-2-[(2S)-2-(METHYLAMINO)PROPANAMIDO]ACETYL]PYRROLIDIN-2-YL]FORMAMIDO}-3,3-DIPHENYLPROPANAMIDO]HEXYL}-3,3-DIPHENYLPROPANAMIDE;4,4'-(1,6-Hexanediyl)bis[N-methyl-L-alanyl-(2S)-2-cyclohexylglycyl-L-prolyl-phenyl-L-phenylalaninamide;4,4'-(1,6-Hexanediyl)bis[N-methyl-L-alanyl-(2S)-2-cyclohexylglycyl-L-prolyl-ss-phenyl-L-Phenylalaninamide;;

Chemical Name:(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]-N-[(2S)-1-[6-[[(2S)-2-[[(2S)-1-[(2S)-2-cyclohexyl-2-[[(2S)-2-(methylamino)propanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-3,3-diphenylpropanoyl]amino]hexylamino]-1-oxo-3,3-diphenylpropan-2-yl]pyrrolidine-2-carboxamide

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cGMP Peptide
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M.F/Formula
C70H96N10O8
M.W/Mr.
1205.6
Application
BV-6 is a SMAC mimetic and inhibitor of apoptosis (IAP) inhibitor. Apoptosis agent.
Purity
≥98% by HPLC

BV6 is a synthetic small molecule known as a Smac mimetic, structurally designed to antagonize inhibitor of apoptosis proteins (IAPs). As a potent tool compound in the field of apoptosis research, it mimics the activity of the endogenous second mitochondria-derived activator of caspases (Smac/DIABLO), thereby promoting programmed cell death through the neutralization of IAP-mediated caspase inhibition. BV6 has gained significant attention in the study of cell death signaling pathways, particularly in the context of cancer biology, immune modulation, and the investigation of cellular stress responses. Its precise mechanism of action and selectivity for cellular IAPs make it a valuable asset for dissecting the molecular underpinnings of apoptosis and related processes in cellular systems.

Apoptosis research: One of the primary applications of BV6 is in the elucidation of apoptotic signaling pathways. By specifically binding to and inhibiting cellular IAPs such as cIAP1, cIAP2, and XIAP, the compound facilitates the activation of caspases, leading to the induction of apoptosis in various cell types. Researchers utilize it to probe the regulatory checkpoints that control cell fate decisions, enabling a deeper understanding of how dysregulation of apoptosis contributes to disease states, particularly in oncology and immunology.

Cancer biology studies: The molecule is widely employed in preclinical studies to investigate mechanisms of tumor cell resistance to apoptosis. Its ability to sensitize malignant cells to cell death signals, especially in combination with other pro-apoptotic agents or chemotherapeutics, provides a robust model for exploring strategies to overcome apoptosis evasion in cancer. Experimental systems using BV6 have contributed to the identification of novel therapeutic targets and the validation of apoptosis-inducing approaches in diverse tumor models.

Immune signaling modulation: BV6 serves as a critical probe in the study of immune cell regulation and inflammatory signaling. By antagonizing IAPs, it can modulate the activity of key signaling pathways such as NF-κB, which plays a central role in immune responses and inflammation. Researchers employ the compound to dissect the crosstalk between cell death and immune activation, offering insights into how IAPs influence cytokine production, immune cell survival, and the resolution of inflammatory processes.

Cellular stress response analysis: The compound is instrumental in investigating how cells respond to various forms of stress, including genotoxic, oxidative, or metabolic insults. Through its action on IAPs and downstream effectors, BV6 enables the study of stress-induced apoptosis and the identification of molecular determinants that govern cellular resilience or vulnerability. Such studies are particularly relevant for understanding tissue homeostasis, degenerative conditions, and the cellular adaptation to hostile environments.

Drug discovery and screening: BV6 is frequently incorporated into high-throughput screening platforms and mechanistic assays aimed at identifying novel modulators of apoptosis and IAP function. Its well-characterized mechanism and predictable cellular effects make it a reliable reference compound for benchmarking new chemical entities, validating screening methodologies, and optimizing assay conditions in pharmaceutical and academic research settings. By providing a robust tool for functional studies, it supports the advancement of targeted drug discovery efforts focused on cell death modulation.

Long-term Storage Conditions
≥60.2785 mg/mL in DMSO
Shipping Condition
Evaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
InChI
InChI=1S/C70H96N10O8/c1-47(71-3)63(81)75-59(53-37-21-11-22-38-53)69(87)79-45-27-41-55(79)65(83)77-61(57(49-29-13-7-14-30-49)50-31-15-8-16-32-50)67(85)73-43-25-5-6-26-44-74-68(86)62(58(51-33-17-9-18-34-51)52-35-19-10-20-36-52)78-66(84)56-42-28-46-80(56)70(88)60(54-39-23-12-24-40-54)76-64(82)48(2)72-4/h7-10,13-20,29-36,47-48,53-62,71-72H,5-6,11-12,21-28,37-46H2,1-4H3,(H,73,85)(H,74,86)(H,75,81)(H,76,82)(H,77,83)(H,78,84)/t47-,48-,55-,56-,59-,60-,61-,62-/m0/s1
InChI Key
DPXJXGNXKOVBJV-YLOPQIBLSA-N
Canonical SMILES
CC(C(=O)NC(C1CCCCC1)C(=O)N2CCCC2C(=O)NC(C(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)NCCCCCCNC(=O)C(C(C5=CC=CC=C5)C6=CC=CC=C6)NC(=O)C7CCCN7C(=O)C(C8CCCCC8)NC(=O)C(C)NC)NC
Isomeric SMILES
C[C@@H](C(=O)N[C@@H](C1CCCCC1)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)NCCCCCCNC(=O)[C@H](C(C5=CC=CC=C5)C6=CC=CC=C6)NC(=O)[C@@H]7CCCN7C(=O)[C@H](C8CCCCC8)NC(=O)[C@H](C)NC)NC

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