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5.00501

Sigma-Aldrich

iPSC Induction Enhancer II, OAC1

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Synonym(s):
iPSC Induction Enhancer II, OAC1, Induced Pluripotent Stem Cells Induction Enhancer II, Oct4-Activating Compound 1, N-(1H-Pyrrolo[2,3-c]pyridin-5-yl)benzamide
Empirical Formula (Hill Notation):
C14H11N3O
CAS Number:
Molecular Weight:
237.26
UNSPSC Code:
12352200

Assay

≥99% (HPLC)

Quality Level

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

InChI

1S/C14H11N3O/c18-14(10-4-2-1-3-5-10)17-13-8-11-6-7-15-12(11)9-16-13/h1-9,15H,(H,16,17,18)

InChI key

HWJRIFZDXJKJJN-UHFFFAOYSA-N

General description

A cell-permeable pyrrolopyridinyl-benzamide compound that is reported to enhance the efficiency of 4F/4TF- (OSKM; Oct44, Sox2, Klf4, c-Myc) driven iPSC generation from MEFs cultured in either feeder cell-containing ESC media (induction efficiency 20 d post viral transduction = 0.43% vs. 0.186%, respectively, with or without 1 µM OAC1 treatment from d2 to d20) or in feeder-/serum-free iSF1 media (efficiency 10 d post viral transduction = 2.75% vs. 0.68%, respectively, with or without 1 µM OAC1 treatment from d2 to d10). OCA1 is shown to increase cellular Oct4, Nanog, Sox2, and Tet1 mRNA levels via a yet unidentified mechanism, although OAC1 is reported not to affect Oct4 promoter methylation, cellular Wnt signaling, or p53 and p21 mRNA levels. Six other iPSC reprogramming improving reagents, AM580, AzaC, BIX-01294 (Cat. No. 382190), Tranylcypromine (Cat. No. 616431), VPA (Cat. No. 676380), and Vitamin C (Cat. No. 1813), in comparison, do not exhibit Oct4 and Nanog promoters enhancing activity, while BIO (Cat. No. 361550) is demonstrated to be 3.8- and 6-fold less potent than OAC1, respectively, in inducing Oct4 and Nanog transcription (in human ESCs-based reporter assays).
A cell-permeable pyrrolopyridinyl-benzamide compound that is reported to enhance the efficiency of 4F/4TF-induced iPSC generation from MEFs cultured in either feeder cell-containing ESC media or in feeder-/serum-free iSF1 media (1 µM OAC1 treatment starts 48 h after viral transduction). OCA1 is shown to increase cellular Oct4, Nanog, Sox2, and Tet1 mRNA levels via a yet unidentified mechanism, although OAC1 is reported not affect Oct4 promoter methylation, cellular Wnt signaling, or p53 and p21 mRNA levels. Six other iPSC reprogramming improving reagents, AM580, AzaC, BIX-01294 (Cat. No. 382190), Tranylcypromine (Cat. No. 616431), VPA (Cat. No. 676380), and Vitamin C (Cat. No. 1813), in comparison, do not exhibit Oct4 and Nanog promoters enhancing activity, while BIO (Cat. No. 361550) is demonstrated to be 3.8- and 6-fold less potent than OAC1, respectively, in inducing Oct4 and Nanog transcription.

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes
Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Use only fresh DMSO for reconstitution.

Other Notes

Li, W., et al. 2012. Proc. Natl. Acad. Sci. USA109, 20853.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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