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M1404

Sigma-Aldrich

Nocodazole

≥99% (TLC), powder

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Synonym(s):
Methyl N-(5-thenoyl-2-benzimidazolyl)carbamate, Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate, Oncodazole, R 17934, [5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]-carbamic acid methyl ester
Empirical Formula (Hill Notation):
C14H11N3O3S
CAS Number:
Molecular Weight:
301.32
Beilstein/REAXYS Number:
1085978
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥99% (TLC)

form

powder

mp

300 °C (dec.)

solubility

DMSO: soluble 10 mg/mL (may require heating)
H2O: insoluble

storage temp.

2-8°C

SMILES string

COC(=O)Nc1nc2cc(ccc2[nH]1)C(=O)c3cccs3

InChI

1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)

InChI key

KYRVNWMVYQXFEU-UHFFFAOYSA-N

Gene Information

human ... TUBB(203068)

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1 of 4

This Item
SML1665487928SML0077
vibrant-m

M1404

Nocodazole

vibrant-m

SML1665

Nocodazole Ready Made Solution

vibrant-m

487928

Nocodazole

vibrant-m

SML0077

VU591

form

powder

form

DMSO solution

form

solid

form

powder

Quality Level

300

Quality Level

200

Quality Level

100

Quality Level

100

solubility

DMSO: soluble 10 mg/mL (may require heating), H2O: insoluble

solubility

-

solubility

DMSO: 5 mg/mL

solubility

DMSO: ≥12 mg/mL

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

10-30°C

storage temp.

2-8°C

mp

300 °C (dec.)

mp

-

mp

-

mp

-

Application

Nocodazole has been shown to enhance CRISPR genome editing efficiency. To see other small molecule CRISPR enhancers, visit sigma.com/CRISPR-enhancers.

Biochem/physiol Actions

Nocodazole is an antimitotic agent that disrupts microtubules by binding to β−tubulin and preventing formation of one of the two interchain disulfide linkages, thus inhibiting microtubule dynamics, disruption of mitotic spindle function, and fragmentation of the Golgi complex. Nocodazole arrests the cell cycle at G2/M phase and also prevents phosphorylation of the T cell antigen receptor and inhibits its activity. Nocodazole stimulates the intrinsic GTPase activity of tubulin and activates the JNK/SAPK signaling pathway and induces apoptosis in several normal and tumor cell lines. Nocodazole has been shown to enhance CRISPR homology-directed repair (HDR) efficiency and increase Cas9-mediated editing frequencies.

Physical form

Color white to faint yellow and pink

pictograms

Health hazard

signalword

Warning

Hazard Classifications

Muta. 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Muralidharan Mani et al.
Biochimica et biophysica acta. Molecular cell research, 1866(9), 1463-1474 (2019-06-15)
The perinuclear stacks of the Golgi apparatus maintained by dynamic microtubules are essential for cell migration. Activation of Akt (protein kinase B, PKB) negatively regulates glycogen synthase kinase 3β (GSK3β)-mediated tau phosphorylation, which enhances tau binding to microtubules and microtubule
Alessandra Pisciottani et al.
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Abscission is the final step of cell division, mediating the physical separation of the two daughter cells. A key player in this process is the microtubule-severing enzyme spastin that localizes at the midbody where its activity is crucial to cut
Yuanming Cheng et al.
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Stem cells balance cellular fates through asymmetric and symmetric divisions in order to self-renew or to generate downstream progenitors. Symmetric commitment divisions in stem cells are required for rapid regeneration during tissue damage and stress. The control of symmetric commitment remains
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The cohesin complex, which is essential for sister chromatid cohesion and chromosome segregation, also inhibits resolution of sister chromatid intertwinings (SCIs) by the topoisomerase Top2. The cohesin-related Smc5/6 complex (Smc5/6) instead accumulates on chromosomes after Top2 inactivation, known to lead
Shunsuke Ishii et al.
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Lysosomes are largely responsible for significant degradation of intracellular and extracellular proteins via the secretory pathway, autophagy, and endocytosis. Therefore, dysregulation of lysosomal homeostasis influences diverse cellular functions. However, a straightforward and quantitative method to measure the integrity of the

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