An agonist of TLR1/TLR2
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Diprovocim-1

Item No. 33174

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,3′S,4S,4′S)-1,1′-(1,4-phenylenedicarbonyl)bis[N-[(1S,2R)-2-phenylcyclopropyl]-3,4-pyrrolidinedicarboxamide
CAS Number
2170867-89-5
Molecular Formula
C56H56N6O6
Formula Weight
909.1
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C(C1=CC=C(C=C1)C(N2C[C@@H](C(N[C@@H]3[C@](C4=CC=CC=C4)([H])C3)=O)[C@H](C(N[C@@H]5[C@](C6=CC=CC=C6)([H])C5)=O)C2)=O)N7C[C@@H](C(N[C@@H]8[C@](C9=CC=CC=C9)([H])C8)=O)[C@H](C(N[C@@H]%10[C@](C%11=CC=CC=C%11)([H])C%10)=O)C7
InChi Code
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
InChi Key
ABZBNXFGYUSVCJ-UYMKNZQYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Diprovocim-1 is an agonist of the toll-like receptor 1/2 heterodimer.1 It induces TNF-α release in THP-1 cells (EC50 = 110 pM), an effect that can be inhibited by anti-TLR1 or anti-TLR2 antibodies. Diprovocim-1 (10 mg/kg) increases the production of ovalbumin-specific IgG1 in wild-type, but not TLR2-/-, mice sensitized to ovalbumin.2 It also enhances anti-PD-L1 antibody-induced activation of cytotoxic T lymphocytes, reduction of tumor growth, and increases in survival in a B16/F10 murine melanoma model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morin, M.D., Wang, Y., Jones, B.T., et al. Diprovocims: A new and exceptionally potent class of toll-like receptor agonists. J. Am. Chem. Soc. 140(43), 14440-14454 (2018).

    2. Wang, Y., Su, L., Morin, M.D., et al. Adjuvant effect of the novel TLR1/TLR2 agonist Diprovocim synergizes with anti-PD-L1 to eliminate melanoma in mice. Proc. Natl. Acad. Sci. USA 115(37), E8698-E8706 (2018).