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A9431

Sigma-Aldrich

Ancymidol

suitable for plant cell culture, BioReagent

Synonym(s):

reducymol, thritone, α-Cyclopropyl-α-(4-methoxyphenyl)-5-pyrimidinemethanol

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About This Item

Empirical Formula (Hill Notation):
C15H16N2O2
CAS Number:
12771-68-5
Molecular Weight:
256.30
EC Number:
235-814-7
MDL number:
MFCD00072501
UNSPSC Code:
10171502
PubChem Substance ID:
24891450
NACRES:
NA.72

product line

BioReagent

Quality Level

200

form

powder

technique(s)

cell culture | plant: suitable

application(s)

agriculture

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)C(O)(C2CC2)c3cncnc3

InChI

1S/C15H16N2O2/c1-19-14-6-4-12(5-7-14)15(18,11-2-3-11)13-8-16-10-17-9-13/h4-11,18H,2-3H2,1H3

InChI key

HUTDUHSNJYTCAR-UHFFFAOYSA-N

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General description

Ancymidol, a-cyclopropyl-a-(4-methoxyphenyl)-5-pyrimidinemethanol (EL-53 1), a plant growth retardant is a synthetic pyrimidine analogue. It is also a weak fungitoxic.

application

Ancymidol has been used as the cytochrome P450 inhibitor to study its effects on Cyanidioschyzon merolae strain.

Biochem/physiol Actions

Ancymidol is a pyrimidine-class plant cell endocrine disruptor plant growth regulator that interferes with gibberellin and cellulose biosynthesis.
Ancymidol acts as a monooxygenase inhibitor. It is capable of interrupting gibberellin biosynthesis and growth in plants.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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C N McDaniel et al.
Development (Cambridge, England), 122(11), 3661-3668 (1996-11-01)
We investigated floral initiation in the long-day monocot Lolium temulentum, strain Ceres, by culturing apices explanted from photoperiodically induced plants at various times after one inductive long day onto medium with, and without, gibberellin. Apices cultured on the first day
A B Pereira-Netto et al.
Plant cell reports, 21(5), 491-496 (2003-06-06)
Gibberellins (GAs) A(1), A(3), A(4) and A(7), all 3beta-hydroxylated, growth-active GAs, significantly inhibited shoot elongation and the formation of nodes in in vitro-grown Hancornia speciosa, as did GA(20), a 3-deoxy precursor of GA(1). Ancymidol, an early-stage inhibitor of GA biosynthesis
Effect of ancymidol on cell wall metabolism in growing maize cells
Hernaandez-AJM, et al.
Planta, 247(4), 987-999 (2018)
F Le Guen-Le Saos et al.
Annals of botany, 89(4), 419-425 (2002-07-05)
Bulbing was studied in shallot plants cultured in vitro. Bulbing occurred under a 16 h photoperiod with fluorescent + incandescent light and 30-50 g 1(-1) sucrose in the culture medium. Exogenous gibberellin (10 microM GA3) inhibited leaf and root growth
Marina Varbanova et al.
The Plant cell, 19(1), 32-45 (2007-01-16)
Arabidopsis thaliana GAMT1 and GAMT2 encode enzymes that catalyze formation of the methyl esters of gibberellins (GAs). Ectopic expression of GAMT1 or GAMT2 in Arabidopsis, tobacco (Nicotiana tabacum), and petunia (Petunia hybrida) resulted in plants with GA deficiency and typical
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