CAS 3190-71-4

N-carboxianhidrido de γ-bencil L-glutamato

Descripción:

N-carboxianhidrido de γ-bencil L-glutamato (CAS 3190-71-4) es un imido cíclico derivado del ácido L-glutámico, caracterizado por su estructura única que incluye un grupo bencilo unido a la posición gamma de la cadena lateral de glutamato. Este compuesto es un tipo de N-carboxianhidruro (NCA), conocido por su papel en la síntesis de polipéptidos y proteínas a través de la polimerización por apertura de anillo. Típicamente es un sólido blanco a blanco sucio que es soluble en disolventes orgánicos como el diclorometano y el dimetilformamida. La presencia del grupo bencilo mejora sus propiedades hidrofóbicas, haciéndolo útil en diversas aplicaciones, incluyendo sistemas de entrega de fármacos y biomateriales. Además, N-carboxianhidrido de γ-bencil L-glutamato es sensible a la humedad y debe ser manipulado en una atmósfera inerte para prevenir la hidrólisis. Su reactividad y capacidad para formar polímeros estables lo convierten en un compuesto valioso en la química orgánica sintética y la ciencia de materiales.

Fórmula: C₁₃H₁₃NO₅

InChI: InChI=1S/C13H13NO5/c15-11(18-8-9-4-2-1-3-5-9)7-6-10-12(16)19-13(17)14-10/h1-5,10H,6-8H2,(H,14,17)

Clave InChI: InChIKey=UGCBVSDSTGUPBC-UHFFFAOYSA-N

SMILES: C(CC(OCC1=CC=CC=C1)=O)C2NC(=O)OC2=O

Sinónimos:

• (+)-(S)-Glutamic acid γ-benzyl ester N-carboxyanhydride
• (S)-benzyl 3-(2,5-dioxooxazolidin-4-yl)propanoate
• 2,5-Dioxo-4-Oxazolidinepropanoic acidPhenylmethyl ester
• 4-Oxazolidinepropanoic acid, 2,5-dioxo-, phenylmethyl ester, (4S)-
• 4-Oxazolidinepropanoic acid, 2,5-dioxo-, phenylmethyl ester, (S)-
• 4-Oxazolidinepropionic acid, 2,5-dioxo-, benzyl ester, <span class="text-smallcaps">L</span>-
• 5-Benzyl <span class="text-smallcaps">L</span>-glutamate N-carboxyanhydride
• 5-Benzyl L-Glutamate N-Carboxyanhydride
• <span class="text-smallcaps">L</span>-Glutamic acid carboxyanhydride γ-benzyl ester
• <span class="text-smallcaps">L</span>-Glutamic acid-γ-benzyl ester N-carboxyanhydride
• <span class="text-smallcaps">L</span>-γ-Benzylglutamic acid carboxyanhydride
• Benzyl glutamate N-carboxyanhydride
• Glu(OBzl)-NCA
• H-Glu(Bzl)-NCA
• H-Glu(Obzl)-Nca
• N-Carboxy-γ-benzyl-<span class="text-smallcaps">L</span>-glutamate anhydride
• N-Carboxyanhydride γ-benzyl <span class="text-smallcaps">L</span>-glutamate
• benzyl 3-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]propanoate
• γ-Benzyl <span class="text-smallcaps">L</span>-N-carboxyglutamic anhydride
• γ-Benzyl <span class="text-smallcaps">L</span>-glutamate N-carboxyanhydride
• γ-Benzyl <span class="text-smallcaps">L</span>-glutamate-N-carboxylic anhydride
• γ-Benzyl N-carboxy-<span class="text-smallcaps">L</span>-glutamic anhydride
• γ-Benzyl glutamate N-carboxyanhydride
• γ-Benzyl glutamate NCA
• γ-Benzyl-<span class="text-smallcaps">L</span>-glutamic acid N-carboxyanhydride
• γ-Benzyl-<span class="text-smallcaps">L</span>-glutamic acid carboxyanhydride
• γ-Benzyl-N-carboxy-<span class="text-smallcaps">L</span>-glutamate anhydride
• 4-Oxazolidinepropionic acid, 2,5-dioxo-, benzyl ester, L-

H-GLU(OBZL)-NCA

CAS: 3190-71-4

Fórmula: C₁₃H₁₃NO₅

Pureza: 97%

Forma y color: Solid

Peso molecular: 263.2460

Ref: IN-DA00C0SA

(S)-Benzyl 3-(2,5-dioxooxazolidin-4-yl)propanoate

CAS: 3190-71-4

(S)-Benzyl 3-(2,5-dioxooxazolidin-4-yl)propanoate

Pureza: 99%

Peso molecular: 263.25g/mol

Ref: 54-OR80482

(4S)-2,5-Dioxo-4-oxazolidinepropanoic Acid Phenylmethyl Ester

Producto controlado

CAS: 3190-71-4

Stability Unstable in Solution
Applications (4S)-2,5-Dioxo-4-oxazolidinepropanoic Acid Phenylmethyl Ester was used in the synthesis and physicochemical characterization of reduction-sensitive block copolymer for intracellular delivery of doxorubicin.
References Jain, R., et al.: Langmuir, 28, 15323 (2012);

Fórmula: C₁₃H₁₃NO₅

Forma y color: Neat

Peso molecular: 263.25

Ref: TR-D486830

5-Benzyl L-glutamate N-carboxyanhydride

CAS: 3190-71-4

5-Benzyl L-glutamate N-carboxyanhydride is a reactive derivative of L-glutamic acid, where the amino acid has been cyclised as an N-carboxyanhydride (NCA), a class of reagent known as Leuchs’ anhydrides. 5-Benzyl L-glutamate N-carboxyanhydride reacts with nucleophiles such as alcohols and amines to form esters and amides respectively. The opening of the N-carboxyanhydride to an ester or amide releases the amino acid amine which can also react as a nucleophile leading to polymerisation. These poly-amide polymers have been investigated as delivery platforms of Small Interfering RNA (si-RNA).

Fórmula: C₁₃H₁₃NO₅

Pureza: Min. 95 Area-%

Forma y color: White Off-White Powder

Peso molecular: 263.25 g/mol

Ref: 3D-FB63140

ε-Benzyl-L-glutamic acid carboxylic anhydride

CAS: 3190-71-4

Fórmula: C₁₃H₁₃NO₅

Pureza: 95%

Forma y color: Solid

Peso molecular: 263.249

Ref: 10-F044842