| Size | Price | Stock | Qty |
|---|---|---|---|
| 500mg |
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| 1g |
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| Other Sizes |
| Targets |
Fmoc-Bpa-OH targets peptide synthesis applications as a multifunctional building block. The Fmoc group protects the amino group, allowing selective deprotection and subsequent coupling reactions. The benzoylphenyl moiety provides a photo-crosslinkable functionality for studying protein-protein interactions. It does not have a specific biological receptor target but is used in the synthesis of photoactivatable peptides.
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| ln Vitro |
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
In vitro activity of Fmoc-Bpa-OH is primarily as a peptide synthesis reagent and photo-crosslinking probe. Amino acid derivatives have been used as ergogenic supplements, affecting the release of anabolic hormones and fuel availability. Fmoc-Bpa-OH itself is not directly biologically active. Its utility is in preparing benzoylphenylalanine-containing peptides for photo-crosslinking studies. |
| ln Vivo |
There is no specific in vivo activity data for Fmoc-Bpa-OH as a standalone compound. Peptides containing benzoylphenylalanine residues synthesized using this building block may be evaluated in vivo for studying protein-protein interactions via photo-crosslinking. Animal studies would be performed on the final peptide products.
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| Enzyme Assay |
In vitro SPPS protocols for Fmoc-Bpa-OH involve standard Fmoc chemistry. The compound is activated with coupling reagents such as HATU or HBTU (1 equiv) and DIPEA (2 equiv) in DMF, then coupled to resin-bound peptides. Fmoc deprotection uses 20% piperidine in DMF. Purity is ≥98% by HPLC. Coupling efficiency is monitored by HPLC or Kaiser test. Storage: powder at -20°C for 3 years.
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| Cell Assay |
Cell-based protocols are not directly applicable to Fmoc-Bpa-OH as it is a synthesis building block. Benzoylphenylalanine-containing peptides synthesized using this reagent can be tested in cell culture for photo-crosslinking studies. Peptides are dissolved in DMSO or appropriate buffers, sterile-filtered, and added to cells. UV irradiation is used to induce crosslinking. Assays include immunoprecipitation, Western blotting, and identification of crosslinked partners.
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| Animal Protocol |
Animal studies with Fmoc-Bpa-OH are not conducted directly. Peptides containing benzoylphenylalanine residues synthesized using this building block may be evaluated in vivo for photo-crosslinking studies. Protocols involve administration of the peptide via appropriate routes, followed by UV irradiation of target tissues. Crosslinked protein complexes are then analyzed. Standard animal welfare protocols apply.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for Fmoc-Bpa-OH as a standalone compound is not applicable. The compound has molecular weight 491.53 g/mol, formula C₃₁H₂₅NO₅, and appears as a solid. Storage: powder at -20°C for 3 years or 4°C for 2 years. The Fmoc group is removed under basic conditions during peptide synthesis. The benzoylphenyl moiety provides photo-crosslinkable functionality.
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| Toxicity/Toxicokinetics |
Toxicological data for Fmoc-Bpa-OH is limited. The compound is for research use only. Standard safety precautions should be observed. The photo-crosslinkable functionality may require special handling considerations (UV light exposure). Acute toxicity is expected to be low. Store as powder at -20°C. Proper personal protective equipment should be worn. No specific toxicity studies have been reported. It is not intended for human therapeutic use.
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| References | |
| Additional Infomation |
Fmoc-Bpa-OH (CAS#: 117666-96-3) is also known as Fmoc-para-benzoylphenylalanine, 9-fluorenylmethoxycarbonyl-para-benzoylphenylalanine, and (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-benzoylphenyl)propanoic acid. Its molecular formula is C₃₁H₂₅NO₅ and molecular weight is 491.53 g/mol. It is a photo-crosslinkable amino acid used in peptide synthesis for studying protein-protein interactions. It has no approved therapeutic indications.
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| Molecular Formula |
C31H25NO5
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|---|---|
| Molecular Weight |
491.5339
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| Exact Mass |
491.173
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| CAS # |
117666-96-3
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| PubChem CID |
14233360
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| Appearance |
White to off-white powder
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| Density |
1.3±0.1 g/cm3
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| Boiling Point |
729.0±60.0 °C at 760 mmHg
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| Flash Point |
394.7±32.9 °C
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| Vapour Pressure |
0.0±2.5 mmHg at 25°C
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| Index of Refraction |
1.644
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| LogP |
6.37
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
9
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| Heavy Atom Count |
37
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| Complexity |
777
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| Defined Atom Stereocenter Count |
1
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| SMILES |
O=C(C1=CC=C(C[C@H](NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)C(O)=O)C=C1)C5=CC=CC=C5
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| InChi Key |
SYOBJKCXNRQOGA-NDEPHWFRSA-N
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| InChi Code |
InChI=1S/C31H25NO5/c33-29(21-8-2-1-3-9-21)22-16-14-20(15-17-22)18-28(30(34)35)32-31(36)37-19-27-25-12-6-4-10-23(25)24-11-5-7-13-26(24)27/h1-17,27-28H,18-19H2,(H,32,36)(H,34,35)/t28-/m0/s1
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| Chemical Name |
(2S)-3-(4-benzoylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
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| Synonyms |
Fmoc-Bpa-OH
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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 |
| 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) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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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 | 2.0345 mL | 10.1723 mL | 20.3446 mL | |
| 5 mM | 0.4069 mL | 2.0345 mL | 4.0689 mL | |
| 10 mM | 0.2034 mL | 1.0172 mL | 2.0345 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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