A quinomycin antibiotic
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Quinaldopeptin

Item No. 28167

Technical Information
CAS Number
130743-07-6
Molecular Formula
C62H78N14O14
Formula Weight
Purity
≥95%
A solid
DMF: solubleDMSO: solubleEthanol: slightly solubleMethanol: slightly soluble
SMILES
O=C(CN(C)C(CNC([C@@]1([H])N(C([C@@](NC(C2=NC(C=CC=C3)=C3C=C2O)=O)([H])[C@H](C)NC([C@@]4([H])N5CCCC4)=O)=O)CCCC1)=O)=O)N(CCCC6)[C@]6([H])C(N[C@@H](C)[C@](NC(C7=NC(C=CC=C8)=C8C=C7O)=O)([H])C(N9CCCC[C@@]9([H])C(NCC(N(C)CC5=O)=O)=O)=O)=O
InChi Code
InChI=1S/C62H78N14O14/c1-35-51(69-59(87)53-45(77)29-37-17-5-7-19-39(37)67-53)61(89)75-27-15-11-21-41(75)55(83)63-31-47(79)72(4)34-50(82)74-26-14-10-24-44(74)58(86)66-36(2)52(70-60(88)54-46(78)30-38-18-6-8-20-40(38)68-54)62(90)76-28-16-12-22-42(76)56(84)64-32-48(80)71(3)33-49(81)73-25-13-9-23-43(73)57(85)65-35/h5-8,17-20,29-30,35-36,41-44,51-52,77-78H,9-16,21-28,31-34H2,1-4H3,(H,63,83)(H,64,84)(H,65,85)(H,66,86)(H,69,87)(H,70,88)/t35-,36-,41-,42-,43-,44-,51+,52+/m0/s1
InChi Key
KIPSHYPQCJYONU-MACYZTERSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Quinaldopeptin is a quinomycin antibiotic.1 It is active against a variety of bacteria, including S. pyogenes, S. aureus, C. perfringens, S. faecalis, E. coli, and K. pneumoniae (MICs = 0.2, 0.4, 0.8, 1.6, 3.1, and 6.3 µg/ml, respectively). It is cytotoxic to B16/F10 and Moser cells (IC50s = 0.0008 and 0.04 µg/ml, respectively) and increases survival in a P388 leukemia mouse model. Quinaldopeptin is a bis-intercalator depsipeptide (NPBID) that binds to and intercalates into DNA (Kd = 32 nM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Toda, S., Sugawara, K., Ohbayashi, M., et alQuinaldopeptin, a novel antibiotic of the quinomycin family. J. Antibiot. (Tokyo) 43(7), 796-808 (1990).

    2. Ratnayake, A.S., Chang, L.-P., Tumey, L.N., et alNatural product bis-intercalator depsipeptides as a new class of payloads for antibody-drug conjugates. Bioconjug. Chem. 30(1), 200-209 (2019).