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N2019

Sigma-Aldrich

Nogalamycin

≥95%, from Streptomyces nogalater

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About This Item

Fórmula empírica (Notação de Hill):
C39H49NO16
Número CAS:
1404-15-5
Peso molecular:
787.80
Número MDL:
MFCD00083442
Código UNSPSC:
51111755
ID de substância PubChem:
24897545

fonte biológica

Streptomyces nogalater

Ensaio

≥95%

forma

solid

espectro de atividade do antibiótico

neoplastics

Modo de ação

DNA synthesis | interferes
enzyme | inhibits

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

KGTDRFCXGRULNK-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

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

Outras notas

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

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Danger

Classificações de perigo

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

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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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