CAS 3705-42-8

Z-Glu-OBzl

Description:

Z-Glu-OBzl, also known as Z-Glutamic acid benzyl ester, is a derivative of glutamic acid where the carboxyl group is protected by a benzyloxycarbonyl (Z) group, and the amino group is esterified with a benzyl group. This compound is typically used in peptide synthesis as a protecting group for the amino acid glutamic acid, allowing for selective reactions without interference from the functional groups. Z-Glu-OBzl is characterized by its stability under various reaction conditions, making it suitable for use in organic synthesis. It is generally soluble in organic solvents such as dichloromethane and methanol, but less soluble in water. The presence of the benzyl group enhances its hydrophobicity, which can influence its reactivity and interaction with other molecules. As with many chemical substances, handling Z-Glu-OBzl requires standard safety precautions, including the use of personal protective equipment, due to potential irritant properties. Its applications extend to the fields of biochemistry and medicinal chemistry, particularly in the synthesis of peptides and other bioactive compounds.

Formula: C₂₀H₂₁NO₆

InChI: InChI=1/C20H21NO6/c22-18(23)12-11-17(19(24)26-13-15-7-3-1-4-8-15)21-20(25)27-14-16-9-5-2-6-10-16/h1-10,17H,11-14H2,(H,21,25)(H,22,23)/t17-/m0/s1

SMILES: c1ccc(cc1)COC(=O)[C@H](CCC(=O)O)N=C(O)OCc1ccccc1

Synonyms:

• N-Cbz-glutamic acid α-benzyl ester
• 5-(Benzyloxy)-4-{[(Benzyloxy)Carbonyl]Amino}-5-Oxopentanoic Acid (Non-Preferred Name)
• (4S)-5-(benzyloxy)-4-{[(benzyloxy)carbonyl]amino}-5-oxopentanoic acid (non-preferred name)
• Cbz-L-Glutamic acid 1-benzyl ester

Z-Glu-OBzl

CAS: 3705-42-8

Z-Glu-OBzl

Formula: C₂₀H₂₁NO₆

Purity: 97%

Molecular weight: 371.38

Ref: IN-DG8551

N-Benzyloxycarbonyl-L-glutamic acid 1-benzyl ester, 95%

CAS: 3705-42-8

N-Benzyloxycarbonyl-L-glutamic acid 1-benzyl ester used as a potential neuroprotective agent. 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 produc

Formula: C₂₀H₂₁NO₆

Purity: 95%

Molecular weight: 371.39

Ref: 02-H62975

Z-Glu-Obzl

CAS: 3705-42-8

Formula: C₂₀H₂₁NO₆

Purity: 97%

Color and Shape: Solid

Molecular weight: 371.3838

Ref: IN-DA003SW5

Z-Glu-OBzl

CAS: 3705-42-8

Z-Glu-OBzl

Formula: C₂₀H₂₁NO₆

Purity: 97%

Color and Shape: Solid

Molecular weight: 371.38384

Ref: 54-BIZ1001

1-Benzyl N-Benzyloxycarbonyl-L-glutamate

CAS: 3705-42-8

Formula: C₂₀H₂₁NO₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 371.39

Ref: 3B-B3989

N-Carbobenzyloxy-L-glutamic acid O-benzyl ester

CAS: 3705-42-8

Formula: C₂₀H₂₁NO₆

Purity: ≥ 98.0%

Color and Shape: White to almost white crystalline powder

Molecular weight: 371.38

Ref: 7W-GM6326

Z-Glu-OBzl

CAS: 3705-42-8

Purity: 98%

Molecular weight: 371.389

Ref: 10-F987802

N-Carbobenzyloxy-L-glutamic Acid O-Benzyl Ester

Controlled Product

CAS: 3705-42-8

Applications A new glutamate analogue as potential neuroprotective agent.
References Takahashi M, et al. 1997. J Exp Biol. Jan;200(Pt 2):401-9. Michaelis EK. 1998. Prog Neurobiol. Mar;54(4):369-415Koch HP, et al. 1999. Mol Pharmacol. Jun;55(6):1044-8 O’Kane RL, et al.1999. J Biol Chem. Nov 5;274(45):31891-5

Formula: C₂₀H₂₁NO₆

Color and Shape: Neat

Molecular weight: 371.38

Ref: TR-C176515

Z-Glu-OBzl

CAS: 3705-42-8

Educt for the γ-modification of glutamic acid, e.g. for obtaining the 1- and 2-adamantyl ester, acid-labile γ-carboxyl protecting groups. Feichtinger et al. obtained δ,ω,ω’-protected arginine from Z-Glu-OBzl via reduction to the alcohol followed by guanidinylation under Mitsunobu conditions. Additionally, Z-Glu-OBzl has been used as highly effective acyl donor in enzymatic peptide synthesis.

Formula: C₂₀H₂₁NO₆

Purity: 99.1%

Color and Shape: White Powder

Molecular weight: 371.39

Ref: 01-4000670