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27645

Sigma-Aldrich

Demecolcine

≥98.0% (sum of enantiomers, HPLC)

Synonym(s):

N-Deacetyl-N-methylcolchicine

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About This Item

Empirical Formula (Hill Notation):
C21H25NO5
CAS Number:
477-30-5
Molecular Weight:
371.43
Beilstein/REAXYS Number:
2822892
EC Number:
207-514-6
MDL number:
MFCD00075459
UNSPSC Code:
12171500
PubChem Substance ID:
329753007

biological source

synthetic

agency

USP reference standard

assay

≥98.0% (sum of enantiomers, HPLC)

form

powder or crystals

mp

184 °C

storage temp.

2-8°C

SMILES string

CN[C@H]1CCc2cc(OC)c(OC)c(OC)c2C3=CC=C(OC)C(=O)C=C13

InChI

1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3/t15-/m0/s1

InChI key

NNJPGOLRFBJNIW-HNNXBMFYSA-N

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Biochem/physiol Actions

Often in karyotyping and cell cycle research it is desirable to increase the yield of mitotic cells in a particular phase of the cell cycle. This can be achieved in a variety of ways with the most popular being the use of a cell cycle synchronizing agent such as demecolcine. Demecolcine will arrest cells in metaphase with no remarkable effect on the biochemical events in mitotic cells or in synchronized G1 and S phase cells. White blood cells are often treated with demecolcine to arrest cells in metaphase.

Other Notes

Binds tubulin hence interfering with microtubule-dependent cell function

replaced by

Product No.
Description
Pricing

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Ray et al.
European journal of biochemistry, 142(3), 577-581 (1984-08-01)
Colcemid binds tubulin rapidly and reversibly in contrast to colchicine which binds tubulin relatively slowly and essentially irreversibly. At 37 degrees C the association rate constant for colcemid binding is 1.88 X 10(6) M-1 h-1, about 10 times higher than
Y S Akshey et al.
Reproduction in domestic animals = Zuchthygiene, 46(4), 699-704 (2010-12-08)
The present investigation was carried out to find an efficient chemically assisted procedure for enucleation of goat oocytes related to handmade cloning (HMC) technique. After 22-h in vitro maturation, oocytes were incubated with 0.5 μg/ml demecolcine for 2 h. Cumulus
Mathew J Thayer
BioEssays : news and reviews in molecular, cellular and developmental biology, 34(9), 760-770 (2012-06-19)
Recent studies indicate that mammalian chromosomes contain discrete cis-acting loci that control replication timing, mitotic condensation, and stability of entire chromosomes. Disruption of the large non-coding RNA gene ASAR6 results in late replication, an under-condensed appearance during mitosis, and structural
Daniela Moralli et al.
Stem cell reviews, 7(2), 471-477 (2010-12-29)
Prolonged in vitro culture of human embryonic stem (hES) cells can result in chromosomal abnormalities believed to confer a selective advantage. This potential occurrence has crucial implications for the appropriate use of hES cells for research and therapeutic purposes. In
Yong Cheng et al.
Biology of reproduction, 80(3), 464-472 (2008-12-17)
New techniques to boost male and female fertility are being pioneered at a rapid pace in fertility clinics to increase the efficiency of assisted reproduction methods in couples in which natural conception has not been achieved. This study investigates the
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