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Key Documents

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:
Molecular Weight:
371.43
Beilstein:
2822892
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

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

Signal Word

Danger

Hazard Statements

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
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
Aleksandra Vančevska et al.
The EMBO journal, 39(7), e102668-e102668 (2020-02-23)
Structural maintenance of chromosomes flexible hinge domain-containing protein 1 (SMCHD1) has been implicated in X-chromosome inactivation, imprinting, and DNA damage repair, and mutations in SMCHD1 can cause facioscapulohumeral muscular dystrophy. More recently, SMCHD1 has also been identified as a component

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