A broad-spectrum neuropeptide antagonist with anticancer activity
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[D-Arg1,D-Phe5,D-Trp7,9,Leu11]Substance P (trifluoroacetate salt)

Item No. 24829

Technical Information
Formal Name
D-arginyl-L-prolyl-L-lysyl-L-prolyl-D-phenylalanyl-L-glutaminyl-D-tryptophyl-L-phenylalanyl-D-tryptophyl-L-leucyl-L-leucinamide, trifluoroacetate salt
Synonyms
  • D-Phe5SP
  • L-756,867
  • SPD-D
Molecular Formula
C79H109N19O12 • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
Water: 1 mg/ml
SMILES
O=C(N[C@@H](CCCCN)C(N1CCC[C@H]1C(N[C@H](CC2=CC=CC=C2)C(N[C@@H](CCC(N)=O)C(N[C@H](CC3=CNC4=C3C=CC=C4)C(N[C@H](C(N[C@H](CC5=CNC6=C5C=CC=C6)C(N[C@H](C(N[C@H](C(N)=O)CC(C)C)=O)CC(C)C)=O)=O)CC7=CC=CC=C7)=O)=O)=O)=O)=O)[C@H]8N(C([C@H](N)CCCNC(N)=N)=O)CCC8.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C79H109N19O12.C2HF3O2/c1-46(2)38-59(68(83)100)91-70(102)60(39-47(3)4)92-73(105)64(43-51-45-88-56-28-14-12-25-53(51)56)95-72(104)61(40-48-20-7-5-8-21-48)93-74(106)63(42-50-44-87-55-27-13-11-24-52(50)55)94-69(101)57(32-33-67(82)99)89-71(103)62(41-49-22-9-6-10-23-49)96-76(108)66-31-19-37-98(66)78(110)58(29-15-16-34-80)90-75(107)65-30-18-36-97(65)77(109)54(81)26-17-35-86-79(84)85;3-2(4,5)1(6)7/h5-14,20-25,27-28,44-47,54,57-66,87-88H,15-19,26,29-43,80-81H2,1-4H3,(H2,82,99)(H2,83,100)(H,89,103)(H,90,107)(H,91,102)(H,92,105)(H,93,106)(H,94,101)(H,95,104)(H,96,108)(H4,84,85,86);(H,6,7)/t54-,57+,58+,59+,60+,61+,62-,63-,64-,65+,66+;/m1./s1
InChi Key
LDPZJUMVCRKMNL-YJEREJMLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    [D-Arg1,D-Phe5,D-Trp7,9,Leu11]Substance P (SPD-D) is an analog of substance P (Item No. 24035) and a broad-spectrum neuropeptide antagonist with anticancer activity.1 It blocks intracellular calcium increases induced by vasopressin, bradykinin (Item No. 37408), gastrin (Item No. 24457), and galanin (Item No. 24456) in H-510 small cell lung carcinoma (SCLC) cells. SPD-D also blocks vasopressin- and bradykinin-induced MAPK signaling in H-510 SCLC cells in a concentration-dependent manner. It inhibits DNA synthesis in a panel of cancer cell lines (IC50s = 20-50 μM) and reduces colony formation of HC12, ICR-SC112, HX149, and NCI-H226 cancer cells in vitro (IC50s = 0.5-6.5 μM).2 In vivo, SPD-D (2.1 μg, s.c.) inhibits tumor growth in HC12 and ICR-SC112 SCLC mouse xenograft models.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seckl, M.J., Higgins, T., Widmer, F., et al[D-Arg1,D-Trp5,7,9,Leu11]substance P: A novel potent inhibitor of signal transduction and growth in vitro and in vivo in small cell lung cancer cells. Cancer Res. 57(1), 51-54 (1997).

    2. Everard, M.J., Macaulay, V.M., Miller, J.L., et alIn vitro effects of substance P analogue [D-Arg1, D-Phe5, D-Trp7,9, Leu11] substance P on human tumour and normal cell growth. Br. J. Cancer 65(3), 388-392 (1992).

    3. Everard, M.J., Macaulay, V.M., Millar, J.L., et al[D-Arg1, D-Phe5, D-Trp7,9, Leu11] substance P inhibits the growth of human small cell lung cancer xenografts in vivo. Eur. J. Cancer 29A(10), 1450-1453 (1993).