CAS 144120-54-7

1-(2-Propen-1-il) idrogeno N-[(9H-fluoren-9-ilmetossi)carbonil]-L-glutammato

Descrizione:

1-(2-Propen-1-il) idrogeno N-[(9H-fluoren-9-ilmetossi)carbonil]-L-glutammato, con numero CAS 144120-54-7, è un composto sintetico utilizzato principalmente nella chimica dei peptidi e nelle applicazioni di bioconjugazione. Questa sostanza presenta un gruppo propenile, che contribuisce alla sua reattività, in particolare nelle reazioni di addizione di Michael. La presenza del gruppo protettivo fluorenilmetossicarbonile (Fmoc) indica la sua utilità nella sintesi di peptidi in fase solida, dove serve a proteggere il gruppo amminico di L-glutammato durante il processo di sintesi. Il composto è caratterizzato dalla sua capacità di subire varie trasformazioni chimiche, rendendolo prezioso nello sviluppo di terapie basate su peptidi. Inoltre, mostra solubilità in solventi organici, tipica dei composti contenenti gruppi aromatici. La sua complessità strutturale consente interazioni specifiche nei sistemi biologici, influenzando potenzialmente le sue proprietà farmacologiche. In generale, questo composto è significativo nel campo della chimica medicinale e della sintesi di peptidi, facilitando la creazione di biomolecole complesse per scopi di ricerca e terapeutici.

Formula: C₂₃H₂₃NO₆

InChI: InChI=1/C23H23NO6/c1-2-13-29-22(27)20(11-12-21(25)26)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,25,26)/t20-/m0/s1

InChI key: InChIKey=ORKKMGRINLTBPC-FQEVSTJZSA-N

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

Sinonimi:

• (4S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-prop-2-enoxypentanoic acid
• (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid (non-preferred name)
• 1-(2-Propen-1-yl) hydrogen N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-glutamate
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propen-1-yl) ester
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propenyl) ester
• Fmoc-Glu-OAll
• Fmoc-Glu-allyl ester
• Fmoc-L-glutamic acid α-allyl ester
• 1-(2-Propen-1-yl) hydrogen N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamate
• L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propen-1-yl) ester
• L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propenyl) ester
• FMOC-GLUTAMIC ACID-ALLYL ESTER
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-ALPHA ALLYL ESTER
• FMOC-GLU-OAL
• FMOC-GLU(OME)-OH
• FMOC-L-GLUTAMIC ACID ALPHA-ALLYL ESTER
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-GLUTAMIC ACID ALPHA-ALLYL ESTER
• N-ALPHA-FMOC-L-GLUTAMIC ACID ALPHA-ALLYL ESTER
• FMOC-L-GLUTAMIC ACID 1-ALLYL ESTER

1-Allyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate

CAS: 144120-54-7

Formula: C₂₃H₂₃NO₆

Purezza: >96.0%(T)(HPLC)

Colore e forma: White to Almost white powder to crystal

Peso molecolare: 409.44

Ref: 3B-A2909

N-Fmoc-L-glutamic acid 1-allyl ester, 98%

CAS: 144120-54-7

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: C₂₃H₂₃NO₆

Purezza: 98%

Peso molecolare: 409.44

Ref: 02-H66448

Fmoc-Glu-allyl ester

CAS: 144120-54-7

α-Allyl esters are of special interest, because they are a useful tool for the on-resin synthesis of head-to-tail cyclic peptides, side-chain lactam peptides, glyco- and sulfo-peptides, and branched peptides. Allyl esters are cleaved quantitatively under mild conditions using Pd(0). These conditions are compatible with Fmoc- and Boc-SPPS. Fmoc-Glu-OAll is a versatile educt for the synthesis of N-modified glutamines. Due to the lack of steric hindrance of the allyl group, prolonged treatment with harsher Fmoc cleavage agents or even piperidine may induce side-reactions as glutarimide formation, as observed by Zhu and Marchant.

Formula: C₂₃H₂₃NO₆

Purezza: 99.03%

Colore e forma: White Powder

Peso molecolare: 409.44

Ref: 01-4026433

L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 1-(2-propen-1-yl) ester

CAS: 144120-54-7

Formula: C₂₃H₂₃NO₆

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 409.4318

Ref: IN-DA001IZI

Fmoc-L-Glutamic Acid 1-Allyl Ester

CAS: 144120-54-7

Fmoc-L-Glutamic Acid 1-Allyl Ester

Purezza: 98%

Peso molecolare: 409.43g/mol

Ref: 54-OR1013369

Fmoc-Glu-OAll

CAS: 144120-54-7

Formula: C₂₃H₂₃NO₆

Peso molecolare: 409.43

Ref: 7W-GM2584

Fmoc-L-glutamic acid 1-allyl ester

CAS: 144120-54-7

Purezza: 95%

Colore e forma: Solid

Peso molecolare: 409.44

Ref: 10-M06240

Fmoc-glu-OAll

CAS: 144120-54-7

Fmoc-glu-OAll is a cyclic peptide that is synthesized using solid-phase synthesis. It has been shown to have minimal inhibitory concentration (MIC) values of 0.5 µg/mL against mouse tumor cells and human serum, as well as high affinity for integrin receptors. This peptide also binds to the human serum albumin and blood clotting factor Xa, which are proteins involved in cancer therapy.

Formula: C₂₃H₂₃NO₆

Purezza: Min. 95%

Peso molecolare: 409.43 g/mol

Ref: 3D-FF41629