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Merck

D1071

Decoyinine

Synonym(s):

9-(6-Deoxy-D-β-erythro-hex-5-en-2-ulofuranosyl)adenine

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About This Item

Empirical Formula (Hill Notation):
C11H13N5O4
CAS Number:
Molecular Weight:
279.25
PubChem Substance ID:
UNSPSC Code:
51101500
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form

solid

antibiotic activity spectrum

Gram-positive bacteria

mode of action

enzyme | inhibits

storage temp.

2-8°C

SMILES string

Nc1ncnc2n(cnc12)[C@]3(CO)OC(=C)[C@@H](O)[C@H]3O

InChI

1S/C11H13N5O4/c1-5-7(18)8(19)11(2-17,20-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-4,7-8,17-19H,1-2H2,(H2,12,13,14)/t7-,8-,11-/m1/s1

InChI key

UZSSGAOAYPICBZ-SOCHQFKDSA-N

Application

Decoyinine is used to study the inhibition of cell wall synthesis, to inhibit RNA synthesis, to lower intracellular GTP levels in Streptococcus mutans, and to initiate sporulation in Bacillus.

Biochem/physiol Actions

Decoyinine is a Xanthosine monophosphate (XMP) aminase inhibitor and GMP synthetase inhibitor.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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M A Glazebrook et al.
Journal of general microbiology, 136(3), 581-588 (1990-03-01)
Shaken cultures of Streptomyces venezuelae ISP5230 in minimal medium with galactose and ammonium sulphate as carbon and nitrogen sources, respectively, showed extensive sporulation after 72 h incubation at 37 degrees C. The spores formed in these cultures resembled aerial spores
A Fouet et al.
Journal of bacteriology, 172(2), 835-844 (1990-02-01)
Expression of the aconitase (citB) gene of Bacillus subtilis is subject to catabolite repression in cells grown in minimal media. In nutrient broth medium, citB expression is low in growing cells but is induced when cells enter sporulation. A 600-base-pair
K Ochi
Journal of bacteriology, 169(8), 3608-3616 (1987-08-01)
I investigated the significance of the intracellular accumulation of guanosine 5'-diphosphate 3'-diphosphate (ppGpp) and of the coordinated decrease in the GTP pool for initiating morphological and physiological differentiation of Streptomyces griseus, a streptomycin-producing strain. In solid cultures, aerial mycelium formation