26727-22-0

Basic information

• Product Name: H-GAMMA-ABU-OBZL P-TOSYLATE
• Synonyms: H-GAMMA-ABU-OBZL P-TOSYLATE;H-GAMMA-ABU-OBZL TOS-OH;H-ABU(4)-OBZL TOS-OH;GAMMA-AMINOBUTYRIC ACID BENZYL ESTER P-TOSYLATE;GAMMA-AMINOBUTYRIC ACID-OBZL P-TOSYLATE;γ-Aminobutyric acid benzyl ester p-tosylate;Hγ-Abu-OBzl·p-tosylate;H-g-Abu-OBzl·TosOH
• CAS NO: 26727-22-0
• Molecular Formula: C₇H₇O₃S*C₁₁H₁₆NO₂
• Molecular Weight: 365.44
• Mol File: 26727-22-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: H-GAMMA-ABU-OBZL P-TOSYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: H-GAMMA-ABU-OBZL P-TOSYLATE(26727-22-0)
• EPA Substance Registry System: H-GAMMA-ABU-OBZL P-TOSYLATE(26727-22-0)

Safety Data

• Hazardous Substances Data: 26727-22-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
H-GAMMA-ABU-OBZL P-TOSYLATE is used as a protecting group in the synthesis of peptide-based drugs, providing stability and protection to the amino acid during the synthesis process. Its tosylate group, a common leaving group in organic chemistry, facilitates the synthesis process by making it easier to remove during the deprotection step.
Used in Biochemical Research:
In the field of biochemical research, H-GAMMA-ABU-OBZL P-TOSYLATE is used as an intermediate in solid-phase peptide synthesis. Its presence allows for the controlled addition of amino acids to a growing peptide chain, enabling the production of complex bioactive peptides for study and potential therapeutic applications.
Used in Peptide Synthesis:
H-GAMMA-ABU-OBZL P-TOSYLATE is used as a key intermediate in the synthesis of peptides, particularly in solid-phase peptide synthesis techniques. Its tosylate group aids in the controlled addition of amino acids to the peptide chain, while the FMOC group ensures the stability and protection of the amino acid during the synthesis process.
Used in Drug Discovery:
In drug discovery, H-GAMMA-ABU-OBZL P-TOSYLATE is employed as a component in the development of new peptide-based therapeutics. Its role as a protecting group allows for the efficient synthesis of complex peptide structures, which can then be tested for their potential as new drugs.
Used in the Production of Bioactive Peptides:
H-GAMMA-ABU-OBZL P-TOSYLATE is used as a valuable tool in the production of bioactive peptides, which have potential applications in various therapeutic areas. Its presence in the synthesis process ensures the successful creation of these peptides, which can then be further studied for their biological activities and potential uses in medicine.

Upstream product

• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 
• 56-12-2 4-amino-n-butyric acid 

Downstream Products

• 63984-20-3 N-Iodacetyl-γ-aminobuttersaeurebenzylester 
• 112579-59-6 Z-Val-γAbu-OBzl 
• 112559-24-7 Z-Leu-γAbu-OBzl 
• 112559-20-3 Z-Tyr(OBzl)-γAbu-OBzl 
• 112559-25-8 Z-Ala-γAbu-OBzl 
• 112559-23-6 Z-Ile-γAbu-OBzl 
• 88115-72-4 Z-Phe-γAbu-OBzl 
• 112559-22-5 Z-Ser-γAbu-OBzl 
• 112559-21-4 Z-Thr-γAbu-OBzl 
• 112559-19-0 Z-Hyp-γAbu-OBzl 
• 113332-42-6 Z-Asp(OBzl)-γAbu-OBzl 
• 105449-18-1 benzyl (S)-4-(2-((tert-butoxycarbonyl)amino)propanamido)butanoate 
• 1173377-57-5 Nα-Nε-dihexadecanoyl-N-[3-(benzyloxycarbonyl)propyl]-L-lysinamide 
• 158665-24-8 benzyl 4-amino>butylate 

Relevant articles and documents

DIPEPTIDE MIMETICS OF NGF AND BDNF NEUROTROPHINS

The invention relates to compounds having either agonist or antagonist activities for the neurotrophins NGF and BDNF and represented by monomeric or dimeric substituted dipeptides that are analogs of the exposed portions of loop 1 or loop 4 regions of these neurotrophins near or at a beta-turn of the respective loop. N-acylated substituents of these dipeptides are biostereoisomers of the amino acid residues preceding these dipeptide sequences in the neurotrophin primary structure. The dimeric structure is produced advantageously by using hexatnethylenediaanine to which dipeptides are attached via their carboxyl groups. The claimed compounds displayed neuroprotective and differentiation-inducing activities in cellular models and enhanced the amount of phosphorylated tyrosine kinase A and the heat shock proteins Hsp32 and Hsp70 in the concentration range of 10 -9 to 10 -5 M. They also displayed neuroprotective, anti-parkinsonian, anti-stroke, anti-ischemic, anti-depressant and anti-amnestic activities in animal models and were active in experimental models of Alzheimer's disease. These in vivo effects of the claimed compounds are displayed in the dose range of 0.01 to 10 mg/kg when administered intraperitoneally.

Fullerene bisadduct regioisomers containing an asymmetric diamide tether

Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-4/cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.

CHELATE COMPOUNDS

The invention provides compounds of formula (I) suitable for use as contrast agents in magnetic resonance imaging (MRI). The compounds of the present invention are manganese (II) complexes having advantageous properties as compared with similar known comp

A systematic understanding of gelation self-assembly: solvophobically assisted supramolecular gelation via conformational reorientation across amide functionality on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid)

A systematic investigation on gelation self-assembly has been performed on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid). To elucidate the effect of hydrophobic tuning on gelator architecture towards its gelation self-assembly, three sets of gelators with a common formula: CmH2m+1C(=O)NH(l)Val(C=O)NH-(CH2)n-(C=O)OBn, were synthesized, Set-I includes gelators with n = 2, m = 9, 11, 13, 15, 17, for Set-II it is n = 2, 3, 5, m = 13 and Set-III comprises of two isomeric gelators (n = 2, m = 15; n = 10, m = 7). Gelation has been critically analyzed in various apolar (aromatic and aliphatic) and polar (protic and aprotic) solvents using FESEM, CD, IR, WAXRD and rheological studies. Obtained results reveal that π-π type interaction dictates the primary molecular alignment and positioning of amide functionality across the aliphatic chain which influences the peptidic orientation in parallel (when m > n) or antiparallel (when m gel and yield stress of gel systems increases with m, but for a given m, the trend goes apparently inverse with the increasing n. Circular dichroism (CD) studies suggest an intriguing evidence of non-planarity of amide plane during self-assembly, highlighting the involvement of conformational change taking place during molecular organization towards its gelation. Despite complex nature of solvent-gelator interaction, the effect of H-bonding component of solubility parameters was found to have a significant role on self-assembly. Overall, supramolecular forces acting at specific functionalities encrypted in gelator backbone must overcome the solvation energy with synergic assistance of solvophobic effect towards stabilization of gel-network with optimum gelator backbone conformation for achieving required enthalpic contribution for self-assembly.

High loaded dendrimers with free peripheral groups

We report the synthesis of dendrons and dendrimers with branching units composed of two parts: a residue with biological activity and a branching molecule. This approach allows better exploitation of the dendritic architecture, giving to the scaffolding s

MULTIFUNCTIONAL RADICAL QUENCHERS

The invention provides a compound of formula (I): [insert formula (I)] wherein X, Y, and R1-R4 have any of the values defined in the specification, and salts thereof, as well as compositions comprising the compounds or salts. The compounds are useful for treating diseases associated with impaired mitochondrial function in an animal.

Molecular structural requirements, dye specificity, and application of anionic peptide amphiphiles that induce intense fluorescence in cationic dyes

We have previously reported that a double-chain anionic amphiphile capable of intermolecular triple hydrogen bonds could form extremely hydrophobic sites in water and specifically incorporated stilbazolium-based compact hemicyanine dyes as monomeric species, resulting in induction of intense fluorescence emission in the dyes. In this paper, the structural requirements of the intense fluorescence-inducing amphiphiles were investigated. It is noted that the introduction of β-Ala residues into two long-chain alkyl group moieties was most effective for the amphiphiles derived from L-glutamic acid with relatively shorter side-chain methylenes. The dye specificity in terms of induction of the intense fluorescence was also investigated using hemicyanines (stilbazolium etc.), cyanine, carbocyanine, thiacarbocyanines, and azo dye. The amphiphile with the shortest octanoyl-β-alanyl double-chain alkyl groups, longer side-chain, and shorter spacer was found to show increased sensitivity to alkali metal ions, especially Li+. This could be a potential OFF-ON type fluorescence sensor for Li+. The Royal Society of Chemistry 2009.

Synthesis and neuroprotective activity of analogues of glycyl-L-prolyl-L- glutamic acid (GPE) modified at the α-carboxylic acid

The synthesis of nine GPE* analogues, wherein the α-carboxylic acid group of glutamic acid has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-l-proline 2 with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE.

Synthesis and in vitro antibacterial activity of catechol-spiramycin conjugates

The first synthesis of siderophore conjugates of two macrolide antibiotics, spiramycin 1 and neospiramycin 2, which are unable to penetrate the outer membrane of Gram-negative bacteria are described. These novel conjugates were prepared by regioselective acylation of a hydroxyl function of 1 and 2 with a dihydroxybenzoic Fe(III) complexing ligand linked via a carboxyl group containing spacer to the macrolide antibiotics. The preliminary biological evaluation of these novel conjugates under standard and iron depleted conditions has shown that their antibacterial activity was comparable to that of spiramycin 1 and neospiramycin 2.