Calicheamicin – CAS 108212-75-5
Calicheamicin – CAS 108212-75-5 is provided by SigutLabs (Prague, Czech Republic).
Purity (LC-MS)
95%+
Package contents
Calicheamicin
This compound is for research use only. We do not sell to patients.
Amount
| 10 mg | € 800 | Stock | ||
| 50 mg | € 2750 | Stock | ||
| Do you want custom amount? | Custom amount | |||
Amount
10 mg
€ 800
Stock
50 mg
€ 2750
Stock
Do you want custom amount?
Custom amount
Characterisation
CAS: 108212-75-5
IUPAC name: S-[(2R,3S,4S,6S)-6-[[(2R,3S,4S,5R,6R)-5-[(2S,4S,5S)-5-(ethylamino)-4-methoxyoxan-2-yl]oxy-4-hydroxy-6-[[(2S,5Z,9R,13Z)-9-hydroxy-12-(methoxycarbonylamino)-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-2-bicyclo[7.3.1]trideca-1(12),5-dien-3,7-diynyl]oxy]-2-methyloxan-3-yl]amino]oxy-4-hydroxy-2-methyloxan-3-yl] 4-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-5-iodo-2,3-dimethoxy-6-methylbenzenecarbothioate
Other names: Calicheamicin; Calicheamicin γ1
Molecular weight: 1368.34 g/mol
Molecular formula: C55H74IN3O21S4
InChI: InChI=1S/C55H74IN3O21S4/c1-12-57-30-24-73-35(22-34(30)68-6)78-48-43(63)40(26(3)75-53(48)77-33-17-15-13-14-16-19-55(67)23-32(61)41(58-54(66)72-10)38(33)29(55)18-20-82-84-81-11)59-80-36-21-31(60)50(28(5)74-36)83-51(65)37-25(2)39(56)46(49(71-9)45(37)69-7)79-52-44(64)47(70-8)42(62)27(4)76-52/h13-14,18,26-28,30-31,33-36,40,42-44,47-48,50,52-53,57,59-60,62-64,67H,12,20-24H2,1-11H3,(H,58,66)/b14-13-,29-18+/t26-,27+,28-,30+,31+,33+,34+,35+,36+,40-,42+,43+,44-,47-,48-,50-,52+,53+,55+/m1/s1
Description
Calicheamicin, an antitumor antibiotic, is a cytotoxic compound that induces double-strand DNA breaks and inhibits DNA synthesis.
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References
- Zein, N., Sinha, A. M., McGahren, W. J., & Ellestad, G. A. (1988). Calicheamicin γ1I: an antitumor antibiotic that cleaves double-stranded DNA site specifically. Science, 240(4856), 1198-1201.
- Thorson, J. S., Sievers, E. L., Ahlert, J., Shepard, E., Whitwam, R. E., Onwueme, K. C., & Ruppen, M. (2000). Understanding and exploiting nature’s chemical arsenal: the past, present and future of calicheamicin research. Current pharmaceutical design, 6(18), 1841-1879.
- Ricart, A. D. (2011). Antibody-drug conjugates of calicheamicin derivative: gemtuzumab ozogamicin and inotuzumab ozogamicin. Clinical Cancer Research, 17(20), 6417-6427.
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