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N2019

Sigma-Aldrich

Nogalamycin

≥95%, from Streptomyces nogalater

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About This Item

Empirische Formel (Hill-System):
C39H49NO16
CAS-Nummer:
1404-15-5
Molekulargewicht:
787.80
MDL-Nummer:
MFCD00083442
UNSPSC-Code:
51111755
PubChem Substanz-ID:
24897545

Biologische Quelle

Streptomyces nogalater

Assay

≥95%

Form

solid

Wirkungsspektrum von Antibiotika

neoplastics

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

Lagertemp.

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

InChIKey

KGTDRFCXGRULNK-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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

Sonstige Hinweise

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

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Thadee Grocholski et al.
Biochemistry, 49(5), 934-944 (2010-01-08)
SnoaB is a cofactor-independent monooxygenase that catalyzes the conversion of 12-deoxynogalonic acid to nogalonic acid in the biosynthesis of the aromatic polyketide nogalamycin in Streptomyces nogalater. In vitro (18)O(2) experiments establish that the oxygen atom incorporated into the substrate is
Ruogu Peng et al.
Organic letters, 14(8), 1962-1965 (2012-04-07)
A novel reductive Heck cyclization approach was developed in order to construct a model DEF-benzoxocin ring system that is present in nogalamycin, menogaril, and related anthracycline antitumor antibiotics.
Hanna Koskiniemi et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 65(Pt 3), 256-259 (2009-03-04)
12-deoxy-nogalonic acid oxygenase (SnoaB) catalyzes the oxygenation of 12-deoxy-nogalonic acid at position 12 to yield nogalonic acid, which is one of the steps in the biosynthesis of the polyketide nogalamycin in Streptomyces nogalater. SnoaB belongs to a family of small
Karin M Keller et al.
Journal of mass spectrometry : JMS, 40(10), 1362-1371 (2005-10-13)
The charge state-dependent dissociation of various DNA duplexes and drug/duplex complexes has been investigated using collisionally activated dissociation (CAD) in a quadrupole ion trap mass spectrometer (QIT-MS). Several non-self-complementary 14-residue oligonucleotides were employed, in addition to an array of known
Azmiri Sultana et al.
Acta crystallographica. Section D, Biological crystallography, 60(Pt 6), 1118-1120 (2004-05-26)
Nogalonic acid methyl ester cyclase (SnoaL) catalyzes the last ring-closure step in the biosynthesis of the polyketide antibiotic nogalamycin. Crystals of a complex of SnoaL with the substrate nogalonic acid methyl ester have been obtained using PEG 4000 as precipitant.
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