A depsipeptide with diverse biological activities
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Didemnin B

Item No. 34063

Technical Information
Formal Name
N-[1-[(2S)-2-hydroxy-1-oxopropyl]-L-prolyl]-didemnin A
CAS Number
77327-05-0
Synonyms
  • NSC 325319
  • NSC 333841
Molecular Formula
C57H89N7O15
Formula Weight
Purity
≥98%
A solution in acetonitrile
Acetonitrile: 1 mg/ml
SMILES
O=C1N2[C@](CCC2)([H])C(N([C@H](C(O[C@@H]([C@@H](C(N[C@]([C@H](CC(O[C@H](C([C@@H](C(N[C@H]1CC(C)C)=O)C)=O)C(C)C)=O)O)([H])[C@@H](C)CC)=O)NC([C@@H](CC(C)C)N(C)C([C@H]3N(C([C@@H](O)C)=O)CCC3)=O)=O)C)=O)CC4=CC=C(C=C4)OC)C)=O
InChi Code
InChI=1S/C57H89N7O15/c1-15-33(8)46-44(66)29-45(67)79-49(32(6)7)48(68)34(9)50(69)58-39(26-30(2)3)54(73)64-25-17-19-41(64)56(75)62(13)43(28-37-20-22-38(77-14)23-21-37)57(76)78-36(11)47(52(71)59-46)60-51(70)42(27-31(4)5)61(12)55(74)40-18-16-24-63(40)53(72)35(10)65/h20-23,30-36,39-44,46-47,49,65-66H,15-19,24-29H2,1-14H3,(H,58,69)(H,59,71)(H,60,70)/t33-,34-,35-,36+,39-,40-,41-,42+,43-,44-,46+,47-,49-/m0/s1
InChi Key
KYHUYMLIVQFXRI-SJPGYWQQSA-N
Origin
Bacterium/Tistrella mobilis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Didemnin B is a depsipeptide that has been found in sea squirts and has diverse biological activities.1,2 It reduces viral titers of coxsackievirus A21, equine rhinovirus, parainfluenza virus 3, herpes simplex virus 1 (HSV-1), and HSV-2 in infected Vero cells when used at a concentration of 50 µg/ml.1 Didemnin B is cytotoxic to murine L1210 lymphocytic leukemia cells (IC50 = 1.1 ng/ml) and increases survival time in a P388 murine leukemia model when administered at a dose of 0.06 mg/kg. It also reduces splenomegaly in a mouse model of graft versus host reaction (GVHR) when administered at doses ranging from 0.05 to 0.3 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rinehart, K.L., Jr., Gloer, J.B., Hughes, R.G., Jr., et alDidemnins: Antiviral and antitumor depsipeptides from a Caribbean tunicate. Science 212(4497), 933-935 (1981).

    2. Montgomery, D.W., and Zukoski, C.L. Didemnin B: A new immunosuppressive cyclic peptide with potent activity in vitro and in vivo. Transplantation 40(1), 49-56 (1985).