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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:
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

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P264 - P301 + P310

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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