(2S,3AS,7aS)-Octahydroindole-2-carboxylic acid
Based on 1 Customer Validation
(2S,3aS,7aS)-Octahydroindole-2-carboxylic acid is a bicyclic hydrophobic proline analog that acts as a polyproline-II helix stabilizer. (2S,3aS,7aS)-Octahydroindole-2-carboxylic acid serves as a structural component of Perindopril (HY-B0130). (2S,3aS,7aS)-Octahydroindole-2-carboxylic acid can be used in studies related to organic synthesis.
For research use only. We do not sell to patients.
- Purity : 98.0%
- CAS No.: 80875-98-5
- Formula: C9H15NO2
- Molecular Weight:169.22
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
(2S,3aS,7aS)-octahydroindole‑2‑carboxylic acid (Oic), a proline analog, exhibits excellent trans-amide stability and a strong n→π* orientation. It forms a stable, rigid all-trans polyproline-II helical structure, which enhances the trans-amide preference through a cascade effect[1].
(2S,3aS,7aS)-octahydroindole‑2‑carboxylic acid converts into its N‑Boc‑protected methyl ester and then proceeds through high‑yield stereoselective α‑alkylation to yield enantiopure α‑substituted derivatives for peptide insertion[2].
(2S,3aS,7aS)-octahydroindole‑2‑carboxylic acid exhibits higher hydrophobicity than common hydrophobic amino acids and proline[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 80875-98-5
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Appearance Solid
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Molecular Weight 169.22
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Formula C9H15NO2
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Color White to off-white
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SMILES
OC([C@H](C[C@@]12[H])N[C@]1(CCCC2)[H])=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
In Vitro:
H2O : 100 mg/mL (590.95 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (286 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 5.9095 mL | 29.5473 mL | 59.0947 mL | 147.7367 mL |
| 5 mM | 1.1819 mL | 5.9095 mL | 11.8189 mL | 29.5473 mL | |
| 10 mM | 0.5909 mL | 2.9547 mL | 5.9095 mL | 14.7737 mL | |
| 15 mM | 0.3940 mL | 1.9698 mL | 3.9396 mL | 9.8491 mL | |
| 20 mM | 0.2955 mL | 1.4774 mL | 2.9547 mL | 7.3868 mL | |
| 25 mM | 0.2364 mL | 1.1819 mL | 2.3638 mL | 5.9095 mL | |
| 30 mM | 0.1970 mL | 0.9849 mL | 1.9698 mL | 4.9246 mL | |
| 40 mM | 0.1477 mL | 0.7387 mL | 1.4774 mL | 3.6934 mL | |
| 50 mM | 0.1182 mL | 0.5909 mL | 1.1819 mL | 2.9547 mL | |
| 60 mM | 0.0985 mL | 0.4925 mL | 0.9849 mL | 2.4623 mL | |
| 80 mM | 0.0739 mL | 0.3693 mL | 0.7387 mL | 1.8467 mL | |
| 100 mM | 0.0591 mL | 0.2955 mL | 0.5909 mL | 1.4774 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
(2S,3AS,7aS)-Octahydroindole-2-carboxylic acid Related Classifications
HY-20302 Related Classifications
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Keywords
- (2S,3AS,7aS)-Octahydroindole-2-carboxylic acid
- 80875-98-5
- Biochemical Assay Reagents
- Nucleoside Antimetabolite/Analog
- Drug Intermediate
- oligopeptides
- peptide scaffold
- α-alkylation
- trans-amide bond
- polyproline-II helix
- pyrrolidine ring
- octan-1-ol/water partitioning assay
- perindopril
- N-Boc protected methyl ester
- hypertension
- Inhibitor
- inhibitor
- inhibit