CAS 71989-33-8

N-(9-Fluorenilmetossicarbonile)-O-terz-butilserina

Descrizione:

N-(9-Fluorenilmetossicarbonile)-O-terz-butilserina, comunemente noto come Fmoc-O-t-Bu-Ser, è un derivato di aminoacido protetto ampiamente utilizzato nella sintesi di peptidi. Questo composto presenta un gruppo 9-fluorenilmetossicarbonile (Fmoc), che funge da gruppo protettivo per la funzionalità amminica, consentendo reazioni selettive durante l'assemblaggio dei peptidi. Il gruppo tert-butile nella catena laterale della serina fornisce un'ulteriore steric hindrance, migliorando la stabilità della molecola e prevenendo reazioni premature. Fmoc-O-t-Bu-Ser è tipicamente utilizzato nella sintesi di peptidi in fase solida, dove la sua stabilità in condizioni basiche facilita l'aggiunta sequenziale di aminoacidi. Il composto è generalmente solubile in solventi organici come il diclorometano e il dimetilformamide, rendendolo adatto a vari protocolli sintetici. La sua struttura consente una facile rimozione del gruppo Fmoc in condizioni basiche miti, consentendo il successivo accoppiamento di altri aminoacidi. In generale, Fmoc-O-t-Bu-Ser è un prezioso mattone da costruzione nel campo della chimica dei peptidi, contribuendo alla sintesi efficiente di peptidi e proteine complesse.

Formula: C₂₂H₂₅NO₅

InChI: InChI=1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

InChI key: InChIKey=REITVGIIZHFVGU-IBGZPJMESA-N

SMILES: C(OC(N[C@@H](COC(C)(C)C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Sinonimi:

• (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]propanoic acid
• (2S)-3-(tert-Butoxy)-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid
• (2S)-3-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoate
• <span class="text-smallcaps">L</span>-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• Fmoc-L-Ser(tBu)-OH
• Fmoc-Ser(OtBu)-OH
• Fmoc-Ser(tBu)-OH
• N-(9-Fluorenylmethoxycarbonyl)-O-Tert-Butyl-L-Serine
• N-(9-Fluorenylmethoxycarbonyl)-O-tert-butylserine
• N-Fmoc-O-tert-butyl-L-serine
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-serine
• O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)serine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine
• O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]serine
• O-(1,1-Dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine
• L-Serine, O-(1,1-dimethylethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• N-ALPHA-FMOC-O-T-BUTYL-L-SERINE
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-T-BUTYL-L-SERINE
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-T-BUTYL-L-SERINE
• 9-FLUORENYLMETHOXYCARBONYL-O-T-BUTYL-L-SERINE
• N-9-FLUORENYLMETHYLOXYCARBONYL-O-TERT-BUTYL-L-SERINE
• FMOC-O-TERT-BUTYL-L-SERINE
• FMOC-SER(BUT)
• N-(9-FLUORENYL METHOXY CARBONYL)-O-TERT-BUTYL-L-SERINE
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-T-BUTYL-L-SERINE
• FMOC-O-T-BUTYL-L-SERINE
• FMOC-L-SERINE(O-T-BUTYL)
• FMOC-L-SER(T-BU)
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-TERT-BUTYL-L-SERINE
• FMOC-SER(BUT)-OH
• FMOC-L-SER(O-T-BUTYL)
• FMOC-SER(TBU)
• FMOC-SERINE(TBU)-OH

O-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purezza: >98.0%(T)(HPLC)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 383.44

Ref: 3B-B3168

N-Fmoc-O-tert-butyl-L-serine, 97%

CAS: 71989-33-8

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₂H₂₅NO₅

Purezza: 97%

Peso molecolare: 383.44

Ref: 02-H59422

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

M03382 - Fmoc-Ser(tBu)-OH

Formula: C₂₂H₂₅NO₅

Purezza: 98%

Colore e forma: Powder or Crystalline Powder or Solid

Peso molecolare: 383.444

Ref: 10-M03382

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

To minimize the concomitant racemization, couplings of Fmoc-Ser(OtBu)-OH with uronium/aminium reagents should be performed in the presence of collidine in place of DIEA.

Formula: C₂₂H₂₅NO₅

Purezza: 99.9%

Colore e forma: White

Peso molecolare: 383.44

Ref: 01-4003086

Fmoc-O-Tert-Butyl-L-Serine

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purezza: 96%

Colore e forma: Solid

Peso molecolare: 383.4376

Ref: IN-DA0034Y6

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purezza: ≥ 99.0%

Colore e forma: White powder

Peso molecolare: 383.44

Ref: 7W-GM0224

FMOC-L-Ser(tBu)-OH

CAS: 71989-33-8

FMOC-L-Ser(tBu)-OH

Formula: C₂₂H₂₅NO₅

Purezza: 98%

Colore e forma: white powder

Peso molecolare: 383.44g/mol

Ref: 54-OR54566

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a tert-butyl-protected serine for peptide assembly, chemical biology, and biomaterial synthesis with enhanced stability and selectivity.

Formula: C₂₂H₂₅NO₅

Purezza: 99.97%

Colore e forma: Solid

Peso molecolare: 383.44

Ref: TM-T67570

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a synthetic peptide that is used in the synthesis of peptides and proteins. It is synthesized by using a stepwise procedure, which involves the use of morpholine as an organic base to deprotonate the carboxylic acid group and then reacting it with trifluoroacetic acid (TFA) to form the corresponding chloroformate ester. The amide bond is formed by reaction with ammonia or an amine. Finally, it can be reacted with hydrochloric acid to form the corresponding hydrochloride salt, which is insoluble in water. Impurities such as thionyl chloride and chloroformate can be removed by washing with methylene chloride or chloroform, respectively. Fmoc-Ser(tBu)-OH has been shown to be selective for the formation of hydrophobic bonds between amino acids and is not reactive toward other side chains on the protein.

Formula: C₂₂H₂₅NO₅

Purezza: Min. 98.0 Area-%

Peso molecolare: 383.45 g/mol

Ref: 3D-FLS-1733-PI

Fmoc-Ser(tBu)-OH

CAS: 71989-33-8

Fmoc-Ser(tBu)-OH is a synthetic amino acid that is used in the synthesis of degarelix acetate, an amide ester of the vasodilator, prostaglandin F2α. Degarelix acetate binds to the fibrinogen receptor on the surface of cells and inhibits platelet aggregation. This drug has been shown to be effective in treating prostate cancer by inhibiting epidermal growth factor receptor signaling. It also has immune modulating effects by binding to monoclonal antibodies and altering antibody responses. Fmoc-Ser(tBu)-OH is synthesized from the amino acid serine and t-butyl alcohol, which are combined with trifluoroacetic acid (TFA) and hydroxyl group. The resulting product is then reacted with dansyl chloride or benzoyl chloride (BzCl), which cleaves off one carboxylic acid group from serine, forming an

Formula: C₂₂H₂₅NO₅

Purezza: Min. 98 Area-%

Colore e forma: White Off-White Powder

Peso molecolare: 383.44 g/mol

Ref: 3D-FF15777

FMOC-O-Tert-Butyl-L-Serine (FMOC-Ser(tBu)-OH) extrapure, 99%

CAS: 71989-33-8

Formula: C₂₂H₂₅NO₅

Purezza: min. 99%

Colore e forma: White to off-white, Powder

Peso molecolare: 383.44

Ref: SR-13334