Fmoc-Met-OH

Base Information

• Chemical Name: Fmoc-Met-OH
• CAS No.: 71989-28-1
• Molecular Formula: C20H21NO4S
• Molecular Weight: 371.457
• Hs Code.: 2930 90 98
• European Community (EC) Number: 276-258-5
• DSSTox Substance ID: DTXSID101233693
• Nikkaji Number: J256.550A
• Wikidata: Q76145913
• Mol file: 71989-28-1.mol

Synonyms:Fmoc-Met-OH;Fmoc-L-methionine;71989-28-1;N-Fmoc-L-methionine;Fmoc-L-Met-OH;C20H21NO4S;Methionine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-methionine;MFCD00037134;EINECS 276-258-5;FMOC-MET;Fmoc-S-Methyl-Hcy-OH;N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-methionine;9-FLUORENYLMETHOXYCARBONYL-L-METHIONINE;SCHEMBL800035;N-[(9H-Fluoren-9-yl methoxy)carbonyl]-L-methionine;(S)-N-FMOC-METHIONINE;BUBGAUHBELNDEW-SFHVURJKSA-N;DTXSID101233693;C20-H21-N-O4-S;(2S)-2-[(fluoren-9-ylmethoxy)carbonylamino]-4-methylthiobutanoic acid;AC7859;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylsulfanylbutanoic acid;AKOS012536014;AKOS015924121;AM81982;CS-W008371;HY-W008371;Fmoc-Met-OH, >=98.0% (HPLC);AC-26242;AS-12720;F0296;EN300-81248;M03368;(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-methionine;J-300198;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-METHIONINE;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-(methylsulfanyl)butanoic acid;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(methylthio)butanoic acid

Chemical Property of Fmoc-Met-OH

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 5.8E-16mmHg at 25°C
• Melting Point: 121-123 °C(lit.)
• Refractive Index: -29.5 ° (C=1, DMF)
• Boiling Point: 614.6 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 325.5 °C
• PSA: 100.93000
• Density: 1.282 g/cm³
• LogP: 4.12230
• Storage Temp.: 2-8°C
• Solubility.: very faint turbidity in Methanol
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 371.11912932
• Heavy Atom Count: 26
• Complexity: 478

Purity/Quality:

≥98%, ^*data from raw suppliers

Fmoc-Met-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CSCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: N-Fmoc-L-methionine is an N-Fmoc-protected form of L-Methionine (M260440). L-Methionine is an essential amino acid that is obtained from our diet. L-Methionine can be found in grain legumes (such as lentils), and poultry. L-Methionine’s main function is to act as the primary “Start” sequence on mRNA so that the ribosomes can start translating the mRNA into proteins.

Technology Process of Fmoc-Met-OH

There total 22 articles about Fmoc-Met-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Fmoc-L-Met-OMe (500872-34-4) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1)

Guidance literature:

With aluminium trichloride; N,N-dimethyl-aniline; In dichloromethane;

DOI:10.1002/ejoc.200400321

Reference yield: 84.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) + 1-[(9-fluorenylmethyloxycarbonyl)]benzotriazole (1131148-55-4) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1055/s-0030-1261160

Reference yield: 84.0%

L-methionine (63-68-3,26062-47-5,58576-49-1) + (9-fluorenyl)methyl pentafluorophenyl carbonate (88744-04-1) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; Ambient temperature;

upstream raw materials:

L-methionine

(9-fluorenyl)methyl pentafluorophenyl carbonate

Fmoc-L-Met-OMe

O-(Trimethylsilyl)methionine

Downstream raw materials:

N-heptanoyl-L-homoserine lactone

cholecystokinin octapeptide

Fmoc-Met 2,4,5-trichlorophenyl ester

N-α-Fmoc-L-methionine pentafluorophenyl ester

Refernces

• 1、 Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong. "Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety". . p. 1080 - 1090. Retrieved 2020/05/25.
• 2、 Islam, Md. Fokhrul,Adhikari, Suraj,Paik, Man-Jeong,Lee, Wonjae. "Determination of Chemical and Enantiomeric Purity of α-Amino Acids and their Methyl Esters as N-Fluorenylmethoxycarbonyl Derivatives Using Amylose-derived Chiral Stationary Phases". . p. 332 - 338. Retrieved 2019/04/13.