L 377202

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MedKoo CAT#: 596540

CAS#: 207395-85-5

Description: L 377202 is a peptide-doxorubicin conjugate activated by prostate-specific antigen.


Price and Availability

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Pricing updated 2020-03-30. Prices are subject to change without notice.

L 377202 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 596540
Name: L 377202
CAS#: 207395-85-5
Chemical Formula: C65H89N9O25
Exact Mass: 1395.597
Molecular Weight: 1396.46
Elemental Analysis: C, 55.91; H, 6.42; N, 9.03; O, 28.64


Synonym: L 377202; L-377202; L377202; L-377,202; L 377,202; L377,202;

IUPAC/Chemical Name: 5-((2S)-2-(((2S,5S,8S,11S,14S,17S)-11-(3-amino-3-oxopropyl)-8-cyclohexyl-17-(((2S,3S,4S,6R)-3-hydroxy-2-methyl-6-(((1R,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl)oxy)tetrahydro-2H-pyran-4-yl)carbamoyl)-5,14-bis(hydroxymethyl)-19-methyl-3,6,9,12,15-pentaoxo-4,7,10,13,16-pentaazaicosan-2-yl)carbamoyl)-4-hydroxypyrrolidin-1-yl)-5-oxopentanoic acid

InChi Key: CZXGBIFEWYVYJY-BBOLZPAQSA-N

InChi Code: InChI=1S/C65H89N9O25/c1-28(2)19-37(60(91)69-36-21-47(98-30(4)53(36)84)99-42-23-65(96,43(79)27-77)22-34-49(42)57(88)51-50(55(34)86)54(85)33-13-9-14-41(97-5)48(33)56(51)87)70-61(92)38(25-75)72-59(90)35(17-18-44(66)80)68-64(95)52(31-11-7-6-8-12-31)73-62(93)39(26-76)71-58(89)29(3)67-63(94)40-20-32(78)24-74(40)45(81)15-10-16-46(82)83/h9,13-14,28-32,35-40,42,47,52-53,75-78,84,86,88,96H,6-8,10-12,15-27H2,1-5H3,(H2,66,80)(H,67,94)(H,68,95)(H,69,91)(H,70,92)(H,71,89)(H,72,90)(H,73,93)(H,82,83)/t29-,30-,32?,35-,36-,37-,38-,39-,40-,42+,47-,52-,53+,65-/m0/s1

SMILES Code: O=C(c1c(OC)cccc12)c3c(O)c4c(C[C@](C(CO)=O)(O)C[C@H]4O[C@H]5C[C@@H]([C@H](O)[C@H](C)O5)NC([C@H](CC(C)C)NC([C@H](CO)NC([C@H](CCC(N)=O)NC([C@H](C6CCCCC6)NC([C@H](CO)NC([C@H](C)NC([C@H]7N(CC(O)C7)C(CCCC(O)=O)=O)=O)=O)=O)=O)=O)=O)=O)c(O)c3C2=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: DiPaola RS, Rinehart J, Nemunaitis J, Ebbinghaus S, Rubin E, Capanna T, Ciardella M, Doyle-Lindrud S, Goodwin S, Fontaine M, Adams N, Williams A, Schwartz M, Winchell G, Wickersham K, Deutsch P, Yao SL. Characterization of a novel prostate-specific antigen-activated peptide-doxorubicin conjugate in patients with prostate cancer. J Clin Oncol. 2002 Apr 1;20(7):1874-9. PubMed PMID: 11919247.

2: DeFeo-Jones D, Garsky VM, Wong BK, Feng DM, Bolyar T, Haskell K, Kiefer DM, Leander K, McAvoy E, Lumma P, Wai J, Senderak ET, Motzel SL, Keenan K, Van Zwieten M, Lin JH, Freidinger R, Huff J, Oliff A, Jones RE. A peptide-doxorubicin 'prodrug' activated by prostate-specific antigen selectively kills prostate tumor cells positive for prostate-specific antigen in vivo. Nat Med. 2000 Nov;6(11):1248-52. PubMed PMID: 11062536.