FMOC-L-Proline
- Iupac Name：(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
- CAS No.: 71989-31-6
- Molecular Weight：337.37
- Modify Date.: 2022-11-22 19:58
- Introduction:
FMOC-L-Proline, with the chemical formula C20H19NO4 and CAS registry number 71989-31-6, is a compound known for its applications in peptide synthesis and proteomics research. This white crystalline powder is characterized by its FMOC (9-fluorenylmethoxycarbonyl) protecting group, which is commonly used in solid-phase peptide synthesis to protect the amino group of proline. FMOC-L-Proline is widely used in the production of peptide libraries and in the synthesis of peptide-based drugs. It is also used as a building block in the preparation of various bioactive peptides and peptidomimetics. FMOC-L-Proline offers a versatile platform for the modification and functionalization of peptides, making it an essential tool in the field of chemical biology and drug discovery.
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1. Names and Identifiers
- 1.1 Name
- FMOC-L-Proline
- 1.2 Synonyms
1,2-Pyrrolidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester, (2S)- 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-proline 9-FLUORENYLMETHOXYCARBONYL-L-PROLINE EINECS 276-259-0 Fmoc-L-proline-OH FMOC-L-PRO-OH FMOC-L-PRO-OH H2O Fmoc-Pro-OH MFCD00065670 N-(9-FLUORENYLMETHOXYCARBONYL)-L-PROLINE N-(9-FLUORENYLMETHOXYCARBONYL)-L-PYRROLIDINE-2-CARBOXYLIC ACID N-(9-FLUOROENYLMETHOXYCARBONYL)-L-SERINE N-9-FLUORENYLMETHYLOXYCARBONYL-L-PROLINE N-ALPHA-FMOC-L-PROLINE
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- 1.3 CAS No.
- 71989-31-6
- 1.4 CID
- 688135
- 1.5 EINECS(EC#)
- 276-259-0
- 1.6 Molecular Formula
- C20H19NO4 (isomer)
- 1.7 Inchi
- InChI=1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m0/s1
- 1.8 InChIkey
- ZPGDWQNBZYOZTI-SFHVURJKSA-N
- 1.9 Canonical Smiles
- C1CC(N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
- 1.10 Isomers Smiles
- C1C[C@H](N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
2. Properties
- 2.1 Density
- 1.328
- 2.1 Melting point
- 112-115℃
- 2.1 Boiling point
- 548.6 °C at 760 mmHg
- 2.1 Refractive index
- -32.5 ° (C=1, DMF)
- 2.1 Flash Point
- 285.6 °C
- 2.1 Precise Quality
- 337.13100
- 2.1 PSA
- 66.84000
- 2.1 logP
- 3.42240
- 2.1 Solubility
- Soluble in methanol. (almost transparency.)
- 2.2 Appearance
- White to off-white crystalline powder
- 2.3 Storage
- Keep Cold.
- 2.4 Chemical Properties
- white to light yellow crystal powde FMOC-L-ProlineSupplier
- 2.5 pKa
- 3.95±0.20(Predicted)
- 2.6 Water Solubility
- soluble in methanol. (almost transparency.)
- 2.7 Stability
- Stable under normal temperatures and pressures.
- 2.8 StorageTemp
- Store below +30°C.
3. Safety and Handling
- 3.1 Hazard Codes
- Xi
- 3.1 Risk Statements
- R36/37/38
- 3.1 Safety Statements
- S26;S36
- 3.1 Hazard Declaration
- H302
- 3.1 RIDADR
- OTH
- 3.1 Caution Statement
- P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
- 3.1 WGK Germany
- 3
- 3.1 Safety
-
Hazard Codes:?
Xi
The Risk Statements information of Fmoc-l-proline:
36/37/38:? Irritating to eyes, respiratory system and skin?
The Safety Statements information of? Fmoc-l-proline:
26:? In case of contact with eyes, rinse immediately with plenty of water and seek medical advice?
36:? Wear suitable protective clothing?
24/25:? Avoid contact with skin and eyes?
WGK Germany: 3
- 3.2 Specification
-
?Fmoc-l-proline , its cas register number is 71989-31-6. It also can be called N-9-Fluorenylmethyloxycarbonyl-l-proline ; N-(9-Fluoroenylmethoxycarbonyl)-l-serine ;N-Alpha-(9-Fluorenylmethoxycarbonyl)-L-proline monohydrate ; N-[(9h-Fluoren-9-ylmethoxy)carbonyl]-l-proline ; N-Fmoc-l-pro ; N-Fmoc-pro-oh ; N-Alpha-(9-fluorenylmethoxycarbonyl)-l-proline .?
?Fmoc-l-proline (CAS NO.71989-31-6) is stable under normal temperatures and pressures. It should avoid the condition like strong oxidants. Its hazardous decomposition products are nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen. And its hazardous polymerization has not been reported.
- 3.3 Toxicity
-
?Fmoc-l-proline (CAS NO.71989-31-6) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.??
4. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Not classified.
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | No symbol. |
| Signal word | No signal word. |
| Hazard statement(s) | none |
| Precautionary statement(s) | |
| Prevention | none |
| Response | none |
| Storage | none |
| Disposal | none |
2.3 Other hazards which do not result in classification
none
5. Synthesis Route
71989-31-6Total: 13 Synthesis Route
7. Other Information
- 7.0 Usage
- It is used as pharmaceutical intermediate. Fmoc method is used for the synthesis of the new polymeric support for the preparation of C-terminal peptide amides.
- 7.1 BRN
- 3596735
- 7.2 Chemical Properties
- white to light yellow crystal powde
- 7.3 Uses
- L-Proline-N-Fmoc is N-Fmoc protected L-Proline (P755995) which is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.
- 7.4 General Description
-
The product number for this product was previously 04-12-1031.
To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
8. Computational chemical data
- Molecular Weight: 337.37g/mol
- Molecular Formula: C20H19NO4
- Compound Is Canonicalized: True
- XLogP3-AA: 3.4
- Exact Mass: 337.13140809
- Monoisotopic Mass: 337.13140809
- Complexity: 500
- Rotatable Bond Count: 4
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Topological Polar Surface Area: 66.8
- Heavy Atom Count: 25
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADceB6OAAAAAAAAAAAAAAAAAAAAeIAAAAwYAAAAAAAAGABQAAAHgAACAAADSjhmAYwCIMABgCIAiDSGAACAAAgAAAIiAGIAIgKIDKAkTCMYAAkxgGYiAeY0fIOgAAAAAAQAAAAAAAAACAAAQAACAAAAA==
9. Question & Answer
-
Introduction FMOC-L-Proline has important physiological functions and unique biological activities in animals. FMOC-L-Proline is an amino acid with unique physiological activity [1]. Although it is a ..
-
Background and Overview[1] FMOC-L-Proline is an amino acid derivative that can be synthesized in one step from L-proline and chloroformyl-9-fluorenylmethoxycarbonyl (Fmoc) or 9-fluorenylmethyl-N-succi..
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