A CXCR4 antagonist
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BKT 140

Item No. 30689

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N2-(4-fluorobenzoyl)-L-arginyl-L-arginyl-3-(2-naphthalenyl)-L-alanyl-L-cysteinyl-L-tyrosyl-N5-(aminocarbonyl)-L-ornithyl-L-lysyl-D-lysyl-L-prolyl-L-tyrosyl-L-arginyl-N5-(aminocarbonyl)-L-ornithyl-L-cysteinyl-L-argininamide, cyclic (4→13)-disulfide
CAS Number
664334-36-5
Synonyms
  • 4F-benzoyl-TN14003
  • BL-8040
  • Motixafortide
  • TF 14016
Molecular Formula
C97H144FN33O19S2
Formula Weight
2159.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 200 mg/ml
λmax
227 nm
SMILES
NCCCC[C@@H]1NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(C2=CC=C(C=C2)F)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CC3=CC4=C(C=CC=C4)C=C3)=O)CSSC[C@@H](C(N[C@H](C(N)=O)CCCNC(N)=N)=O)NC([C@@H](NC([C@@H](NC([C@@H](NC([C@]5([H])CCCN5C([C@H](NC1=O)CCCCN)=O)=O)CC6=CC=C(C=C6)O)=O)CCCNC(N)=N)=O)CCCNC(N)=O)=O)=O)CC7=CC=C(C=C7)O)=O)CCCNC(N)=O)=O
InChi Code
InChI=1S/C97H144FN33O19S2/c98-60-33-31-58(32-34-60)78(135)119-65(19-8-42-113-93(104)105)79(136)121-68(21-10-44-115-95(108)109)83(140)126-73(51-56-25-30-57-14-1-2-15-59(57)48-56)87(144)130-75-53-152-151-52-74(88(145)118-63(77(101)134)18-7-41-112-92(102)103)129-84(141)69(23-12-46-117-97(111)150)122-81(138)66(20-9-43-114-94(106)107)124-86(143)72(50-55-28-37-62(133)38-29-55)128-90(147)76-24-13-47-131(76)91(148)70(17-4-6-40-100)125-82(139)64(16-3-5-39-99)120-80(137)67(22-11-45-116-96(110)149)123-85(142)71(127-89(75)146)49-54-26-35-61(132)36-27-54/h1-2,14-15,25-38,48,63-76,132-133H,3-13,16-24,39-47,49-53,99-100H2,(H2,101,134)(H,118,145)(H,119,135)(H,120,137)(H,121,136)(H,122,138)(H,123,142)(H,124,143)(H,125,139)(H,126,140)(H,127,146)(H,128,147)(H,129,141)(H,130,144)(H4,102,103,112)(H4,104,105,113)(H4,106,107,114)(H4,108,109,115)(H3,110,116,149)(H3,111,117,150)/t63-,64-,65-,66-,67-,68-,69-,70+,71-,72-,73-,74-,75-,76-/m0/s1
InChi Key
JJVZSYKFCOBILL-KZGZZEQFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    BKT 140 is an antagonist of chemokine (C-X-C motif) receptor 4 (CXCR4; IC50 = 0.91 nM).1 It inhibits HIV-1-induced cytopathogenicity in MT-4 cells with an EC50 value of 4 nM. BKT 140 (100 nM) reduces migration of SUP-T1 leukemia and MDA-MB-231 breast cancer cells induced by chemokine (C-X-C) ligand 12 (CXCL12).1 It induces apoptosis in NB4 leukemia and RPMI-8226 multiple myeloma cancer cells when used at concentrations 8 and 40 µM.2 BKT 140 reduces pulmonary metastasis in an MDA-MB-231 mouse xenograft model.1 It also reduces the incidence of arthritis in a mouse model of collagen-induced arthritis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tamamura, H., Hori, A., Kanzaki, N., et al. T140 analogs as CXCR4 antagonists identified as anti-metastatic agents in the treatment of breast cancer. FEBS Lett. 550(1-3), 79-83 (2003).

    2. Beider, K., Begin, M., Abraham, M., et al. CXCR4 antagonist 4F-benzoyl-TN14003 inhibits leukemia and multiple myeloma tumor growth. Exp. Hematol. 39(3), 282-292 (2011).

    3. Tamamura, H., Fujisawa, M., Hiramatsu, K., et al. Identification of a CXCR4 antagonist, a T140 analog, as an anti-rheumatoid arthritis agent. FEBS Lett. 569(1-3), 99-104 (2004).