CAS 144120-54-7

1-(2-Propen-1-il) hidrógeno N-[(9H-fluoren-9-ilmetoxi)carbonil]-L-glutamato

Descripción:

1-(2-Propen-1-il) hidrógeno N-[(9H-fluoren-9-ilmetoxi)carbonil]-L-glutamato, con número CAS 144120-54-7, es un compuesto sintético utilizado principalmente en química de péptidos y aplicaciones de bioconjugación. Esta sustancia presenta un grupo propenilo, que contribuye a su reactividad, particularmente en reacciones de adición de Michael. La presencia del grupo protector fluorenilmetoxicarbonilo (Fmoc) indica su utilidad en la síntesis de péptidos en fase sólida, donde sirve para proteger el grupo amino de L-glutamato durante el proceso de síntesis. El compuesto se caracteriza por su capacidad para sufrir diversas transformaciones químicas, lo que lo hace valioso en el desarrollo de terapias basadas en péptidos. Además, exhibe solubilidad en disolventes orgánicos, lo cual es típico de compuestos que contienen grupos aromáticos. Su complejidad estructural permite interacciones específicas en sistemas biológicos, lo que podría influir en sus propiedades farmacológicas. En general, este compuesto es significativo en el campo de la química medicinal y la síntesis de péptidos, facilitando la creación de biomoléculas complejas para fines de investigación y terapéuticos.

Fórmula: 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

Clave InChI: 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

Sinónimos:

• (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

Fórmula: C₂₃H₂₃NO₆

Pureza: >96.0%(T)(HPLC)

Forma y color: White to Almost white powder to crystal

Peso molecular: 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

Fórmula: C₂₃H₂₃NO₆

Pureza: 98%

Peso molecular: 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.

Fórmula: C₂₃H₂₃NO₆

Pureza: 99.03%

Forma y color: White Powder

Peso molecular: 409.44

Ref: 01-4026433

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

CAS: 144120-54-7

Fórmula: C₂₃H₂₃NO₆

Pureza: 95%

Forma y color: Solid

Peso molecular: 409.4318

Ref: IN-DA001IZI

Fmoc-L-Glutamic Acid 1-Allyl Ester

CAS: 144120-54-7

Fmoc-L-Glutamic Acid 1-Allyl Ester

Pureza: 98%

Peso molecular: 409.43g/mol

Ref: 54-OR1013369

Fmoc-Glu-OAll

CAS: 144120-54-7

Fórmula: C₂₃H₂₃NO₆

Peso molecular: 409.43

Ref: 7W-GM2584

Fmoc-L-glutamic acid 1-allyl ester

CAS: 144120-54-7

Pureza: 95%

Forma y color: Solid

Peso molecular: 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.

Fórmula: C₂₃H₂₃NO₆

Pureza: Min. 95%

Peso molecular: 409.43 g/mol

Ref: 3D-FF41629