AUTAC4 | CAS# 2267315-04-6 | Cargo-specific degrader

MedKoo Cat#: 465992 | Name: AUTAC4

Description:

WARNING: This product is for research use only, not for human or veterinary use.

AUTAC4 is a mitochondria-targeting autophagy-targeting chimera (AUTAC). AUTAC4 is an autophagy-targeting chimera targeting mitochondria comprising p-fluorobenzyl guanine joined by a PEG linker to a 2-phenylindole-3-glyoxyaminde ligand for the translocator protein on the outer mitochondrial membrane. AUTAC4 downregulates cytosolic proteins and promotes targeted mitochondrial turnover via mitophagy.

Chemical Structure

AUTAC4

CAS# 2267315-04-6

Theoretical Analysis

MedKoo Cat#: 465992

Name: AUTAC4

CAS#: 2267315-04-6

Chemical Formula: C44H49FN8O8S

Exact Mass: 868.3378

Molecular Weight: 868.98

Elemental Analysis: C, 60.82; H, 5.68; F, 2.19; N, 12.90; O, 14.73; S, 3.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

AUTAC4; AUTAC-4; AUTAC 4;

IUPAC/Chemical Name

(R)-2-acetamido-3-((2-amino-9-(4-fluorobenzyl)-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-(3-(2-(2-((5,6-dioxo-6-(2-phenyl-1H-indol-3-yl)hexyl)oxy)ethoxy)ethoxy)propyl)propanamide

InChi Key

MTKPWNJJYINQPA-UMSFTDKQSA-N

InChi Code

InChI=1S/C44H49FN8O8S/c1-28(54)48-34(27-62-44-50-38-40(51-43(46)52-42(38)58)53(44)26-29-15-17-31(45)18-16-29)41(57)47-19-9-21-60-23-25-61-24-22-59-20-8-7-14-35(55)39(56)36-32-12-5-6-13-33(32)49-37(36)30-10-3-2-4-11-30/h2-6,10-13,15-18,34,49H,7-9,14,19-27H2,1H3,(H,47,57)(H,48,54)(H3,46,51,52,58)/t34-/m0/s1

SMILES Code

O=C(NCCCOCCOCCOCCCCC(C(C1=C(C2=CC=CC=C2)NC3=C1C=CC=C3)=O)=O)[C@@H](NC(C)=O)CSC4=NC5=C(N=C(N)NC5=O)N4CC6=CC=C(F)C=C6

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Protein silencing represents an essential tool in biomedical research. Targeted protein degradation (TPD) strategies exemplified by PROTACs are rapidly emerging as modalities in drug discovery. However, the scope of current TPD techniques is limited because many intracellular materials are not substrates of proteasomal clearance. Here, we described a novel targeted-clearance strategy (autophagy-targeting chimera [AUTAC]) that contains a degradation tag (guanine derivatives) and a warhead to provide target specificity. As expected from the substrate scope of autophagy, AUTAC degraded fragmented mitochondria as well as proteins. Mitochondria-targeted AUTAC accelerated both the removal of dysfunctional fragmented mitochondria and the biogenesis of functionally normal mitochondria in patient-derived fibroblast cells. Cytoprotective effects against acute mitochondrial injuries were also seen. Canonical autophagy is viewed as a nonselective bulk decomposition system, and none of the available autophagy-inducing agents exhibit useful cargo selectivity. With its target specificity, AUTAC provides a new modality for research on autophagy-based drugs.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 868.98 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Takahashi D, Moriyama J, Nakamura T, Miki E, Takahashi E, Sato A, Akaike T, Itto-Nakama K, Arimoto H. AUTACs: Cargo-Specific Degraders Using Selective Autophagy. Mol Cell. 2019 Dec 5;76(5):797-810.e10. doi: 10.1016/j.molcel.2019.09.009. Epub 2019 Oct 9. PMID: 31606272.