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N-Cbz-GABA

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Identification
Molecular formula
C12H15NO4
CAS number
1142-21-4
IUPAC name
4-(benzyloxycarbonylamino)butanoic acid
State
State

Solid at room temperature.

Melting point (Celsius)
84.00
Melting point (Kelvin)
357.15
Boiling point (Celsius)
308.50
Boiling point (Kelvin)
581.65
General information
Molecular weight
251.26g/mol
Molar mass
251.2800g/mol
Density
1.2740g/cm3
Appearence

This compound appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of 4-(benzyloxycarbonylamino)butanoic acid

4-(benzyloxycarbonylamino)butanoic acid, a compound with interesting structure and properties, exhibits varying solubility characteristics depending on the solvent used. Understanding its solubility can be crucial for its application in various fields. Here are some key points about its solubility:

  • In Water: The solubility in water is typically low due to the hydrophobic nature of the benzyloxycarbonyl group, which can impede the interaction with water molecules.
  • In Organic Solvents: The compound is generally more soluble in organic solvents such as dimethyl sulfoxide (DMSO) or methanol. This increased solubility is attributed to the compatibility of the organic solvent with the hydrophobic parts of the molecule.
  • Temperature Effects: Increasing temperature may enhance solubility in various solvents, as higher energy can promote interaction between solute and solvent molecules.
  • pH Influence: The solubility may be affected by changes in pH, particularly due to the presence of the carboxylic acid functional group, which can become ionized under alkaline conditions, leading to increased solubility.

In conclusion, the solubility of 4-(benzyloxycarbonylamino)butanoic acid varies significantly based on the solvent and conditions used. Understanding these solubility characteristics is essential for optimizing its use in pharmaceuticals, chemical synthesis, and other applications.

Interesting facts

Interesting Facts about 4-(Benzyloxycarbonylamino)butanoic Acid

4-(Benzyloxycarbonylamino)butanoic acid is a fascinating compound that plays a significant role in various fields of chemistry, especially in medicinal and organic chemistry. Here are some noteworthy points:

  • Building Block in Synthesis: This compound is often utilized as an intermediate in the synthesis of peptide-based pharmaceuticals. Its unique structural features allow for the modification of amino acids, leading to the development of new therapeutic agents.
  • Amino Acid Analogue: 4-(Benzyloxycarbonylamino)butanoic acid serves as an analog of naturally occurring amino acids. This property is critical when designing molecules for drug development to enhance selectivity and efficacy.
  • Role in Peptide Synthesis: Due to its functionality, it is frequently used in solid-phase peptide synthesis. The benzyloxycarbonyl (Z) group provides protection for the amine during synthesis, making it a valuable tool for chemists.
  • Research Applications: Studying this compound can help scientists better understand the properties and behaviors of amino acids in biological systems, potentially leading to advancements in drug design and biotechnology.

As one explores the world of chemistry, compounds like 4-(benzyloxycarbonylamino)butanoic acid reveal the intricate connections within organic synthesis and pharmaceutical applications. The ability to manipulate such molecules underscores the creativity and innovation present in the field of chemistry, illustrating how seemingly simple compounds can lead to breakthrough discoveries.

Overall, the study of this compound not only enriches our understanding of organic chemistry but also showcases the profound impact that chemistry has on healthcare and medicine.

Synonyms
4-(((Benzyloxy)carbonyl)amino)butanoic acid
4-{[(benzyloxy)carbonyl]amino}butanoic acid
875-161-0
5105-78-2
Z-Gamma-Abu-Oh
N-Cbz-gaba
N-Cbz-4-aminobutanoic Acid
Carbobenzoxy-4-aminobutyric acid
Z-GABA-OH
N-Carbobenzoxy-gamma-aminobutyric acid
4-(benzyloxycarbonylamino)butanoic acid
4-(phenylmethoxycarbonylamino)butanoic acid
N-Carbobenzoxy-4-aminobutyric Acid
N-Cbz-4-aminobutyric Acid
4-(Carboxyamino)butyric acid N-benzyl ester
NSC 120007
4-(((Phenylmethoxy)carbonyl)amino)butanoic acid
Butanoic acid, 4-(((phenylmethoxy)carbonyl)amino)-
MFCD00055835
4-(Benzyloxycarbonylamino)butyric acid
NSC-120007
BUTYRIC ACID, 4-(CARBOXYAMINO)-, N-BENZYL ESTER
Butanoic acid, 4-[[(phenylmethoxy)carbonyl]amino]-
N-Benzyloxycarbonyl-?-aminobutyric Acid
4-[[(Phenylmethoxy)carbonyl]amino]butanoic acid
Z-gamma-aminobutyric acid
BRN 1884426
Z-g-aminobutyric acid
Z--Abu-OH
4-[(phenylmethoxy)carbonylamino]butanoic acid
N-Cbz-4-aminobutanoicAcid
Z-Abu(4)-OH
Z- gamma -aminobutyric acid
4-06-00-02342 (Beilstein Handbook Reference)
MLS000080798
SCHEMBL319161
CHEMBL1556967
DTXSID10199055
8LTF87845X
HMS2406P21
N-carbobenzoxy-g-aminobutyric acid
4-benzyloxycarbonylaminobutyric acid
ALBB-015826
N-Cbz-.gamma.-amino-n-butyric acid
BBL007560
NSC120007
STK100964
AKOS000163780
4-(N-carbobenzyloxy-amino)butyric acid
CS-W012857
4-[1-(benzyloxy)formamido]butyric acid
N-Carbobenzoxy-.gamma.-aminobutyric acid
4-[(benzyloxycarbonyl)amino]butanoic acid
AS-18001
DA-05347
gamma-(benzyloxycarbonylamino)butyric acid
SMR000035628
SY022559
4-((N-Benzyloxycarbonyl)amino)butyric acid
EN300-50365
10.14272/STQMDRQJSNKUAW-UHFFFAOYSA-N
4-([(Benzyloxy)carbonyl]amino)butanoic acid #
AB00118672-01
AB00118672-10
N-Carbobenzoxy-4-amino-n-butyric acid (gamma-)
10.14272/STQMDRQJSNKUAW-UHFFFAOYSA-N.1
AO-365/40892059
Butyric acid, 4-(carboxyamino)-, 4-benzyl ester
doi:10.14272/STQMDRQJSNKUAW-UHFFFAOYSA-N
SR-01000399403
doi:10.14272/STQMDRQJSNKUAW-UHFFFAOYSA-N.1
SR-01000399403-1
Z57100132