| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| Other Sizes |
| Targets |
The molecular target of (S,R,S)-AHPC-amido-C7-acid is the von Hippel-Lindau (VHL) protein, which is a substrate recognition component of the E3 ubiquitin ligase complex. The VHL ligand within this compound binds to the VHL protein and recruits the E3 ubiquitin ligase machinery. In the context of PROTAC technology, this compound serves as the E3 ligase recognition element, while the linker connects to a second ligand that binds a target protein of interest. This bifunctional design enables the targeted degradation of specific proteins by bringing the target protein into proximity with the VHL E3 ligase complex.
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| ln Vitro |
In vitro studies demonstrate that (S,R,S)-AHPC-amido-C7-acid functions as a key component in PROTAC molecules. The compound contains a VHL ligand that binds to the E3 ubiquitin ligase and a PROTAC linker that can be conjugated to a target protein ligand. The C7-acid linker provides the appropriate length and flexibility for the formation of the ternary complex between the target protein, PROTAC, and E3 ligase. This compound is designed to facilitate targeted protein degradation in cellular systems through the ubiquitin-proteasome pathway. It is typically used as a synthetic intermediate in the preparation of complete PROTAC molecules.
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| ln Vivo |
In vivo activity data for (S,R,S)-AHPC-amido-C7-acid as a standalone compound are not reported, as it is utilized as a synthetic intermediate or linker component in PROTAC design rather than as a therapeutic agent itself. The in vivo efficacy of PROTAC molecules incorporating this VHL ligand and linker would depend on the specific target protein ligand and the overall pharmacokinetic properties of the complete PROTAC construct. As a linker conjugate, its primary role is to facilitate targeted protein degradation in cellular and potentially in vivo settings.
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| Enzyme Assay |
In vitro assays for evaluating (S,R,S)-AHPC-amido-C7-acid typically involve binding studies to assess its interaction with the VHL protein, the E3 ubiquitin ligase substrate receptor. Surface plasmon resonance (SPR) or isothermal titration calorimetry (ITC) can be used to measure the binding affinity (Kd) between the VHL ligand and VHL protein. Additionally, ternary complex formation assays can be performed to evaluate the ability of PROTAC molecules containing this linker to simultaneously engage both the VHL E3 ligase and the target protein. Competition binding assays using fluorescently labeled probes are also commonly used to determine the inhibitory concentration (IC50) of the ligand for VHL binding.
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| Cell Assay |
In vitro cell-based assays for (S,R,S)-AHPC-amido-C7-acid typically involve its incorporation into PROTAC molecules followed by evaluation of target protein degradation in cultured cells. Cells are treated with PROTACs containing this VHL ligand and linker, and the levels of the target protein are measured by Western blotting or immunofluorescence to assess degradation efficiency. Dose-response experiments are performed to determine the DC50 (half-maximal degradation concentration) of the PROTAC construct. Additionally, cell viability and proliferation assays may be conducted to evaluate the functional consequences of target protein degradation.
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| Animal Protocol |
In vivo animal studies using (S,R,S)-AHPC-amido-C7-acid are conducted as part of the evaluation of complete PROTAC molecules that incorporate this VHL ligand and linker. Typical protocols involve administering PROTAC constructs to mouse xenograft models or disease-relevant animal models, followed by assessment of target protein degradation in harvested tissues via Western blot or immunohistochemistry. Pharmacodynamic endpoints include measurement of target protein levels, downstream signaling pathway modulation, and tumor growth inhibition in efficacy studies. Dosing regimens are optimized based on the pharmacokinetic properties of the specific PROTAC construct.
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| ADME/Pharmacokinetics |
As a linker conjugate rather than a therapeutic drug, comprehensive pharmacokinetic data for (S,R,S)-AHPC-amido-C7-acid alone are limited. The compound has a molecular formula of C31H44N4O6S and a molecular weight of 600.77. When incorporated into PROTAC molecules, the VHL ligand and linker contribute to the overall physicochemical properties of the complete construct. The amido-C7-acid linker provides appropriate length and flexibility for ternary complex formation. Pharmacokinetic parameters such as half-life, clearance, and bioavailability would be determined by the complete PROTAC molecule and are typically assessed in preclinical studies.
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| Toxicity/Toxicokinetics |
The toxicity profile of (S,R,S)-AHPC-amido-C7-acid as an individual compound is not extensively characterized, as it is primarily used as a research reagent and synthetic intermediate for PROTAC development. The compound is intended for research use only and is not approved for therapeutic use in humans. Standard laboratory safety practices, including the use of personal protective equipment and handling in a fume hood, are recommended.
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| References | |
| Additional Infomation |
(S,R,S)-AHPC-amido-C7-acid (CAS 2172819-76-8) has a molecular formula of C31H44N4O6S and a molecular weight of 600.77. The IUPAC name is 9-(((S)-1-((2S,4R)-4-hydroxy-2-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-9-oxononanoic acid. The compound incorporates a VHL ligand for the E3 ubiquitin ligase and a PROTAC linker. It is part of the PROTAC linker category and is used in E3 ligase ligand-linker conjugate applications for targeted protein degradation research. The compound should be stored according to standard laboratory practices for PROTAC-related research reagents.
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| Molecular Formula |
C31H44N4O6S
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| Molecular Weight |
600.769267082214
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| Exact Mass |
600.298
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| CAS # |
2172819-76-8
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| PubChem CID |
134183994
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| Appearance |
White to off-white solid powder
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| LogP |
4.1
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| Hydrogen Bond Donor Count |
4
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| Hydrogen Bond Acceptor Count |
8
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| Rotatable Bond Count |
15
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| Heavy Atom Count |
42
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| Complexity |
920
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| Defined Atom Stereocenter Count |
3
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| SMILES |
CC1=C(SC=N1)C2=CC=C(C=C2)CNC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCCC(=O)O)O
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| InChi Key |
WBFMUQOHZVFNHP-FMGHJNRGSA-N
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| InChi Code |
InChI=1S/C31H44N4O6S/c1-20-27(42-19-33-20)22-14-12-21(13-15-22)17-32-29(40)24-16-23(36)18-35(24)30(41)28(31(2,3)4)34-25(37)10-8-6-5-7-9-11-26(38)39/h12-15,19,23-24,28,36H,5-11,16-18H2,1-4H3,(H,32,40)(H,34,37)(H,38,39)/t23-,24+,28-/m1/s1
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| Chemical Name |
9-[[(2S)-1-[(2S,4R)-4-hydroxy-2-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methylcarbamoyl]pyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]amino]-9-oxononanoic acid
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO :≥ 100 mg/mL (~166.45 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.6645 mL | 8.3227 mL | 16.6453 mL | |
| 5 mM | 0.3329 mL | 1.6645 mL | 3.3291 mL | |
| 10 mM | 0.1665 mL | 0.8323 mL | 1.6645 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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