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D7385

Sigma-Aldrich

Demecolcine

≥98% (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:
24894128
NACRES:
NA.47

Quality Level

200

Assay

≥98% (HPLC)

form

powder

mp

184 °C

solubility

chloroform: 10 mg/mL
ethanol: soluble

application(s)

diagnostic assay manufacturing
hematology
histology

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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Application

Demecolcine has been used as a microtubule depolymerizing agent. It has also been used to inhibit mitotic division.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

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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Flow cytometric discrimination of mitotic nuclei by right-angle light scatter.
Zucker RM, et al.
Cytometry, 9, 226-231 (1988)
The Drosophila microtubule-associated protein mars stabilizes mitotic spindles by crosslinking microtubules through its N-terminal region.
Zhang G, et al.
PLoS ONE, 8, e60596-e60596 (2013)
Gang Zhang et al.
Journal of cell science, 122(Pt 4), 535-545 (2009-01-29)
The formation of the mitotic spindle is controlled by the microtubule organizing activity of the centrosomes and by the effects of chromatin-associated Ran-GTP on the activities of spindle assembly factors. In this study we show that Mars, a Drosophila protein
Shanghua Yin et al.
Pharmaceutical research, 29(11), 2994-3006 (2012-06-07)
Previous research showed that mutations in β1-tubulin are frequently involved in paclitaxel resistance but the question of whether the mutations are restricted by cell-type specific differences remains obscure. To circumvent cellular constraints, we randomly mutagenized β-tubulin cDNA, transfected it into
Nuno Costa-Borges et al.
Theriogenology, 75(3), 527-541 (2010-11-16)
Treatment of pre-activated oocytes with demecolcine (DEM) has been shown to induce the extrusion of all oocyte chromosomes within the second polar body (PB2). However, induced enucleation (IE) rates are generally low and the competence of these cytoplasts to support
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