MC-GGFG-DX8951 - CAS 1600418-29-8
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MC-GGFG-DX8951 - CAS 1600418-29-8 Catalog number: BADC-00608

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MC-GGFG-DX8951 is a DX8951 derivative with MC-GGFG linker, in which DX8951 was covalently connected via a peptidyl spacer (Gly-Gly-Phe-Gly), which is assumed to be stable in circulation, and were cleaved by lysosomal enzymes following ADC internalization into tumor tissue. MC-GGFG-DX8951 is very useful to prepare DX8951 antibody conjugate (ADC).

Category
ADCs Cytotoxin with Linkers
Product Name
MC-GGFG-DX8951
CAS
1600418-29-8
Catalog Number
BADC-00608
Molecular Formula
C49H51FN8O11
Molecular Weight
946.97
MC-GGFG-DX8951

Ordering Information

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BADC-00608 -- $-- Inquiry

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Description
MC-GGFG-DX8951 is a DX8951 derivative with MC-GGFG linker, in which DX8951 was covalently connected via a peptidyl spacer (Gly-Gly-Phe-Gly), which is assumed to be stable in circulation, and were cleaved by lysosomal enzymes following ADC internalization into tumor tissue. MC-GGFG-DX8951 is very useful to prepare DX8951 antibody conjugate (ADC).
Synonyms
6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-(2-((2-(((S)-1-((2-(((1R,9S)-9-ethyl-5-fluoro-9-hydroxy-4-methyl-10,13-dioxo-2,3,9,10,13,15-hexahydro-1H,12H-benzo[de]pyrano[3',4':6,7]indolizino[1,2-b]quinolin-1-yl)amino)-2-oxoethyl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)hexanamide; MC-GGFG-DX8951; MC-GGFG-DX-8951; MC-GGFG-DX 8951; MC-GGFG-DX.
IUPAC Name
6-(2,5-dioxopyrrol-1-yl)-N-[2-[[2-[[(2S)-1-[[2-[[(10S,23S)-10-ethyl-18-fluoro-10-hydroxy-19-methyl-5,9-dioxo-8-oxa-4,15-diazahexacyclo[14.7.1.02,14.04,13.06,11.020,24]tetracosa-1,6(11),12,14,16,18,20(24)-heptaen-23-yl]amino]-2-oxoethyl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]hexanamide
Canonical SMILES
O=C1[C@](O)(CC)C2=C(CO1)C(N3CC4=C5C6=C(CC[C@@H]5NC(CNC([C@H](CC7=CC=CC=C7)NC(CNC(CNC(CCCCCN8C(C=CC8=O)=O)=O)=O)=O)=O)=O)C(C)=C(F)C=C6N=C4C3=C2)=O
InChI
InChI=1S/C49H51FN8O11/c1-3-49(68)31-19-36-45-29(24-58(36)47(66)30(31)25-69-48(49)67)44-33(14-13-28-26(2)32(50)20-34(56-45)43(28)44)54-40(62)23-53-46(65)35(18-27-10-6-4-7-11-27)55-39(61)22-52-38(60)21-51-37(59)12-8-5-9-17-57-41(63)15-16-42(57)64/h4,6-7,10-11,15-16,19-20,33,35,68H,3,5,8-9,12-14,17-18,21-25H2,1-2H3,(H,51,59)(H,52,60)(H,53,65)(H,54,62)(H,55,61)/t33-,35+,49+/m1/s1
InChIKey
XEKFDUNPKACYAY-UAVZYSABSA-N
Shipping
Room temperature, or blue ice upon request.
1.Novel antibody drug conjugates containing exatecan derivative-based cytotoxic payloads
Nakada T, Masuda T, Naito H, Yoshida M, Ashida S, Morita K, Miyazaki H, Kasuya Y, Ogitani Y, Yamaguchi J, Abe Y, Honda T
Trastuzumab conjugates consisting of exatecan derivatives were prepared and their biological activities and physicochemical properties were evaluated. The ADCs showed strong efficacy and a low aggregation rate. The exatecan derivatives were covalently connected via a peptidyl spacer (Gly-Gly-Phe-Gly), which is assumed to be stable in circulation, and were cleaved by lysosomal enzymes following ADC internalization into tumor tissue. These anti-HER2 ADCs exhibited a high potency, specifically against HER2-positive cancer cell lines in vitro. The ADCs, bearing exatecan derivatives which have more than two methylene chains, exhibited superior cytotoxicity. It was speculated that steric hindrance of the cleavable amide moiety could be involved in the drug release. The adequate alkyl lengths of exatecan derivatives (13, 14, 15) were from two to four in terms of aggregation rate. The ADC having a hydrophilic moiety showed good efficacy in a HER2-positive and Trastuzumab-resistant breast carcinoma cell model in mice.
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