ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Arginine derivatives >Fmoc-L-Arg(Pbf)-OH
Fmoc-L-Arg(Pbf)-OH
- CAS No.
- 154445-77-9
- Chemical Name:
- Fmoc-L-Arg(Pbf)-OH
- Synonyms
- FMOC-ARG(PBF);FMOC-L-ARG(PBF)-OH;Fomc-Arg(pbf)-OH;-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid;FMOC-L-ARG(PBF);FMOC-ARG(PBF)-OH;Fmoc-Arq(Pbf)-OH;Fmoc Pbf Arginine;Fmoc-Arg(Pbf) ,98%;Fmoc-Pbf-L-arginine
- CBNumber:
- CB7764987
- Molecular Formula:
- C34H40N4O7S
- Molecular Weight:
- 648.77
- MOL File:
- 154445-77-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/28 11:40:52
| Melting point | 132°C |
|---|---|
| alpha | -5.5 º (c=1,DMF) |
| Density | 1.37±0.1 g/cm3(Predicted) |
| storage temp. | Store at -15°C to -25°C. |
| solubility | DMF (Sparingly), DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 3.83±0.21(Predicted) |
| color | White to Off-White |
| optical activity | [α]/D -5.5±1.0°, c = 1 in DMF |
| BRN | 8302671 |
| InChIKey | YUMOVWGGELTYES-LJAQVGFWSA-N |
| SMILES | C(O)(=O)[C@H](CCCNC=NNS(C1=C(C)C(C)=C2OC(C)(C)CC2=C1C)(=O)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
| CAS DataBase Reference | 154445-77-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H332-H335-H315-H312-H319-H302 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 1 | |||||||||
| HS Code | 2935 90 90 | |||||||||
| HazardClass | IRRITANT | |||||||||
| NFPA 704 |
|
Fmoc-L-Arg(Pbf)-OH price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 8.52067 | Fmoc-Arg(Pbf)-OH Novabiochem? | 154445-77-9 | 5G | ₹4190 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.52067 | Fmoc-Arg(Pbf)-OH Novabiochem? | 154445-77-9 | 25G | ₹17350 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.52067 | Fmoc-Arg(Pbf)-OH Novabiochem? | 154445-77-9 | 100G | ₹36969.99 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.52067 | Fmoc-Arg(Pbf)-OH Novabiochem? | 154445-77-9 | 250G | ₹92270 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.52067 | Fmoc-Arg(Pbf)-OH Novabiochem? | 154445-77-9 | 8520670500 | ₹130770.01 | 2022-06-14 | Buy |
Fmoc-L-Arg(Pbf)-OH Chemical Properties,Uses,Production
Chemical Properties
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Uses
Fmoc-Arg(Pbf)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
Definition
Fmoc-Arg(Pbf)-OH is the standard derivative for the introduction of Arg in Fmoc SPPS. In the preparation of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH. The Pbf side-chain protecting group is removed with TFA approximately 1-2 times faster than Pmc. TFA cleavage is best performed in the presence of a silane scavenger. The Pbf group of Fmoc-Arg(Pbf)-OH can be cleaved under moderate acid conditions.
General Description
Fmoc-Arg(Pbf)-OH, which is the most used building block for the introduction of Arg into SPPS, is the most expensive of all protected proteinogenic amino acids currently on the market and, like all Arg derivatives, it undergoes an important side-reaction upon activation. It is a highly problematic amino acid because of its ability to react intramolecularly, leading to its δ-lactam derivative. Arg is the key for the development of the so-called Cell-Penetrating Peptides[1].
Reactivity Profile
The Pbf group of Fmoc-L-Arg(Pbf)-OH can be cleaved under moderate acid conditions. The amount of tryptophan alkylation is significantly reduced compared to other arginine side chain protecting groups, especially in the absence of scavengers. In one example reported in the literature, a peptide containing Arg(Pmc) was cleaved, and deprotected TFA resulted in 46% of the desired peptide.
Solubility in organics
≥64.9 mg/mL in DMSO; insoluble in H2O; ≥2.14 mg/mL in EtOH with ultrasonic
References
[1] Torre B, et al. Successful Development of a Method for the Incorporation of Fmoc-Arg(Pbf)-OH in Solid-Phase Peptide Synthesis using N Butylpyrrolidinone (NBP) as Solvent. Green Chemistry, 2020; 22: 3162-3169.
Fmoc-L-Arg(Pbf)-OH Preparation Products And Raw materials
Raw materials
Preparation Products
Global( 510)Suppliers
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| TYNDAL LABS PVT LTD | +91-8008166674 +91-8008166674 | AndhraPradesh, India | 95 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Vardhaman P Golechha | 040 2476 1719 | Bangalore, India | 152 | 58 | Inquiry |
| Vyas Bio Life Sciences Pvt. Ltd | -65546373 | Hyderabad, India | 1213 | 58 | Inquiry |
| Maas Pharma Chemicals | +91-9958666224 | Delhi, India | 1607 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| TYNDAL LABS PVT LTD | 58 |
| JSK Chemicals | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| CHEMSWORTH | 30 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| Alfa Aesar | 58 |
| Vardhaman P Golechha | 58 |
| Vyas Bio Life Sciences Pvt. Ltd | 58 |
| Maas Pharma Chemicals | 58 |
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Na-FMoc-Nw-Pbf-L-arginine
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-OMEGA-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE
N-ALPHA-9-FLUORENYLMETHOXYCARBONYL-NG-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE
N-ALPHA-FMOC-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE
N-ALPHA-FMOC-N-G-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ALPHARGININE
N-ALPHA-FMOC-N-G-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE
N-ALPHA-FMOC-N-OMEGA-PBF-L-ARGININE
N-ALPHA-FMOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-L-ARGININE
N ALPHA-9-FLUORENYLMETHYLOXYCARBONYL-N OMEGA-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE
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L-Ornithine, N5-[[[(2,3-dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-
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N-Fmoc-Ng-2,2,4,6,7-pentamethyldihydrobenzofuran-5- sulfonyl-D-Arginine
FMOC-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine
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Nα-Fmoc-Nω-Pbf-L-arginine ,98%
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fmoc-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfon
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Fmoc-Arg(Pbf) ,98%
nα-fmoc-nω-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-l-arginine
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L-ARGININE-N-FMOC, PBF (CHEMICAL PURITY 90-95%)
FMOC-L-ARG(PBF)-OH(154445-77-9)
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(9H-Fluoren-9-yl)MethOxy]Carbonyl Arg(Pbf)-OH
N5-[[[(2,3-Dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine
Nalpha-Fmoc-Nomega-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan)-5-sulfonyl-L-arginine
(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-{N'-[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]carbamimidamido}pentanoic acid
Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nomega-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine>
FMOC-ARG(PBF)-OH 100 G
FMOC-ARG(PBF)-OH 250 G
FMOC-ARG(PBF)-OH 5 G
(2S)-5-[[amino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoicaci