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A0781

Sigma-Aldrich

Aphidicolin from Nigrospora sphaerica

≥98% (HPLC), powder

Synonym(s):

APC

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About This Item

Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
38966-21-1
Molecular Weight:
338.48
Beilstein:
4689958
MDL number:
MFCD00083214
UNSPSC Code:
12352200
PubChem Substance ID:
57653817
NACRES:
NA.77

Quality Level

300

Assay

≥98% (HPLC)

form

powder

optical activity

[α]27/D +12°, c = 1 in methanol(lit.)

color

white

mp

227-233 °C (lit.)

solubility

ethanol: 1 mg/mL (stable at least a week at 4°C.)
DMSO: 10 mg/mL (stable at least six weeks at −20°C.)
methanol: 10 mg/mL
H2O: insoluble

antibiotic activity spectrum

neoplastics
viruses

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

[H][C@@]12CC[C@@]3([H])[C@](C)(CO)[C@H](O)CC[C@]3(C)[C@]14CC[C@](O)(CO)[C@]([H])(C2)C4

InChI

1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1

InChI key

NOFOAYPPHIUXJR-APNQCZIXSA-N

Gene Information

human ... POLA1(5422) , POLD1(5424) , POLG(5428)

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Biochem/physiol Actions

Aphidicolin is an antibiotic, a potent antiviral and antimitotic agent and DNA polymerase inhibitor.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Caution

Estimated shelf-life is two years. For optimal stability, it should be protected from light and stored desiccated.

Storage Class Code

11 - Combustible Solids

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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Masao Takeuchi et al.
PloS one, 10(5), e0126562-e0126562 (2015-05-16)
Comprehensive analysis of alterations in gene expression along with neoplastic transformation in human cells provides valuable information about the molecular mechanisms underlying transformation. To further address these questions, we performed whole transcriptome analysis to the human mesenchymal stem cell line
Devin Sok et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(49), 17624-17629 (2014-11-26)
Broadly neutralizing antibodies (bnAbs) targeting the trimer apex of HIV envelope are favored candidates for vaccine design and immunotherapy because of their great neutralization breadth and potency. However, methods of isolating bnAbs against this site have been limited by the
Edwin Leeansyah et al.
PLoS pathogens, 11(8), e1005072-e1005072 (2015-08-22)
Mucosa-associated invariant T (MAIT) cells represent a large innate-like evolutionarily conserved antimicrobial T-cell subset in humans. MAIT cells recognize microbial riboflavin metabolites from a range of microbes presented by MR1 molecules. MAIT cells are impaired in several chronic diseases including
Athan C Baillet et al.
Arthritis & rheumatology (Hoboken, N.J.), 67(6), 1535-1547 (2015-01-28)
Chlamydia trachomatis is a sexually transmitted obligate intracellular pathogen that causes inflammatory reactive arthritis, spondylitis, psoriasiform dermatitis, and conjunctivitis in some individuals after genital infection. The immunologic basis for this inflammatory response in susceptible hosts is poorly understood. As ZAP-70(W163C)
Julian H Elliott et al.
PLoS pathogens, 10(10), e1004473-e1004473 (2014-11-14)
Human immunodeficiency virus (HIV) persistence in latently infected resting memory CD4+ T-cells is the major barrier to HIV cure. Cellular histone deacetylases (HDACs) are important in maintaining HIV latency and histone deacetylase inhibitors (HDACi) may reverse latency by activating HIV
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