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N2019

Sigma-Aldrich

Nogalamycin

≥95%, from Streptomyces nogalater

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About This Item

Empirical Formula (Hill Notation):
C39H49NO16
CAS Number:
Molecular Weight:
787.80
MDL number:
UNSPSC Code:
51111755
PubChem Substance ID:

biological source

Streptomyces nogalater

assay

≥95%

form

solid

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

2-8°C

SMILES string

COC1C(C)OC(OC2CC(C)(O)C(C(=O)OC)c3cc4C(=O)c5c6OC7OC(C)(C(O)C(C7O)N(C)C)c6cc(O)c5C(=O)c4c(O)c23)C(OC)C1(C)OC

InChI

1S/C39H49NO16/c1-14-32(49-7)39(4,52-10)33(50-8)36(53-14)54-19-13-37(2,48)24(34(47)51-9)15-11-16-21(27(43)20(15)19)28(44)22-18(41)12-17-30(23(22)26(16)42)55-35-29(45)25(40(5)6)31(46)38(17,3)56-35/h11-12,14,19,24-25,29,31-33,35-36,41,43,45-46,48H,13H2,1-10H3

InChI key

KGTDRFCXGRULNK-UHFFFAOYSA-N

Biochem/physiol Actions

Anthracyclic antitumor antibiotic.
Anthracyclic antitumor antibiotic. It is used as a sequence specific DNA binding (intercalation) reagent, binds d(CGTACG), d(ATGCAT).

Other Notes

50mg
Keep container tightly closed in a dry and well-ventilated place.Light sensitive.

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Priyanka Sharma et al.
Scientific reports, 10(1), 4104-4104 (2020-03-07)
Actinobacteria is a goldmine for the discovery of abundant secondary metabolites with diverse biological activities. This study explores antimicrobial biosynthetic potential and diversity of actinobacteria from Pobitora Wildlife Sanctuary and Kaziranga National Park of Assam, India, lying in the Indo-Burma
Tuan-Nghia Phan et al.
European journal of biochemistry, 270(8), 1735-1745 (2003-04-16)
A novel ATP-dependent nuclear DNA unwinding enzyme from pea has been purified to apparent homogeneity and characterized. This enzyme is present at extremely low abundance and has the highest specific activity among plant helicases. It is a heterodimer of 54
L H Li et al.
Pharmacology & therapeutics, 51(2), 239-255 (1991-01-01)
This review assimilates up-to-date information on the biochemical pharmacology of nogalamycin and selected derivatives that have shown good biological activities and/or received a relatively detailed investigation. The structure and chemical preparation of these derivatives from nogalamycin is described and the
Vilja Siitonen et al.
Chemistry & biology, 19(5), 638-646 (2012-05-29)
Nogalamycin is an anthracycline polyketide antibiotic that contains two deoxysugars, at positions C-1 and C-7. Previous biosynthetic studies conducted in vivo affiliated snoaL2 with an unusual C-1 hydroxylation reaction, but in vitro activity was not established. Here, we demonstrate that
Vilja Siitonen et al.
Chembiochem : a European journal of chemical biology, 13(1), 120-128 (2011-11-29)
Nogalamycin is an anthracycline antibiotic that has been shown to exhibit significant cytotoxicity. Its biological activity requires two deoxysugar moieties: nogalose and nogalamine, which are attached at C7 and C1, respectively, of the aromatic polyketide aglycone. Curiously, the aminosugar nogalamine

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