Diprovocim

For research use only. Not for therapeutic Use.

  • CAT Number: I026281
  • CAS Number: 2170867-89-5
  • Molecular Formula: C56H56N6O6
  • Molecular Weight: 909.10
  • Purity: 98%
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Diprovocim(Cat No.:I026281)is a synthetic small molecule that acts as an immune system modulator, specifically designed to enhance the activation of the innate immune system through the stimulation of the NOD-like receptor (NLR) family. It functions as a potent agonist of the NLRP3 inflammasome, leading to the production of pro-inflammatory cytokines like IL-1β and IL-18. Diprovocim has been investigated for its potential use in immunotherapy and vaccine adjuvants, as it may help boost immune responses against infections and tumors. Additionally, it is being explored for its possible applications in treating immune-related disorders and enhancing vaccine efficacy.


Catalog Number I026281
CAS Number 2170867-89-5
Synonyms

Diprovocim; Diprovocim-1;

Molecular Formula C56H56N6O6
Purity 98%
Target Apoptosis
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (3S,4S)-1-[4-[(3S,4S)-3,4-bis[[(1S,2R)-2-phenylcyclopropyl]carbamoyl]pyrrolidine-1-carbonyl]benzoyl]-3-N,4-N-bis[(1S,2R)-2-phenylcyclopropyl]pyrrolidine-3,4-dicarboxamide
InChI InChI=1S/C56H56N6O6/c63-51(57-47-25-39(47)33-13-5-1-6-14-33)43-29-61(30-44(43)52(64)58-48-26-40(48)34-15-7-2-8-16-34)55(67)37-21-23-38(24-22-37)56(68)62-31-45(53(65)59-49-27-41(49)35-17-9-3-10-18-35)46(32-62)54(66)60-50-28-42(50)36-19-11-4-12-20-36/h1-24,39-50H,25-32H2,(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t39-,40-,41-,42-,43-,44-,45-,46-,47+,48+,49+,50+/m1/s1
InChIKey ABZBNXFGYUSVCJ-UYMKNZQYSA-N
SMILES C1[C@@H]([C@H]1NC(=O)[C@@H]2CN(C[C@H]2C(=O)N[C@H]3C[C@@H]3C4=CC=CC=C4)C(=O)C5=CC=C(C=C5)C(=O)N6C[C@H]([C@@H](C6)C(=O)N[C@H]7C[C@@H]7C8=CC=CC=C8)C(=O)N[C@H]9C[C@@H]9C1=CC=CC=C1)C1=CC=CC=C1
Reference

1: Su L, Wang Y, Wang J, Mifune Y, Morin MD, Jones BT, Moresco EM, Boger DL,
Beutler B, Zhang H. Structural basis of TLR2/TLR1 activation by the synthetic
agonist Diprovocim. J Med Chem. 2019 Mar 4. doi: 10.1021/acs.jmedchem.8b01583.
[Epub ahead of print] PubMed PMID: 30829478.
2: Morin MD, Wang Y, Jones BT, Mifune Y, Su L, Shi H, Moresco EMY, Zhang H,
Beutler B, Boger DL. Diprovocims: A New and Exceptionally Potent Class of
Toll-like Receptor Agonists. J Am Chem Soc. 2018 Oct 31;140(43):14440-14454. doi:
10.1021/jacs.8b09223. Epub 2018 Oct 16. PubMed PMID: 30272974; PubMed Central
PMCID: PMC6209530.
3: Wang Y, Su L, Morin MD, Jones BT, Mifune Y, Shi H, Wang KW, Zhan X, Liu A,
Wang J, Li X, Tang M, Ludwig S, Hildebrand S, Zhou K, Siegwart DJ, Moresco EMY,
Zhang H, Boger DL, Beutler B. Adjuvant effect of the novel TLR1/TLR2 agonist
Diprovocim synergizes with anti-PD-L1 to eliminate melanoma in mice. Proc Natl
Acad Sci U S A. 2018 Sep 11;115(37):E8698-E8706. doi: 10.1073/pnas.1809232115.
Epub 2018 Aug 27. PubMed PMID: 30150374; PubMed Central PMCID: PMC6140543.

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