24325-14-2

Basic information

• Product Name: Z-AAD-OH
• Synonyms: (S)-2-(Z-AMINO)-HEXANEDIOIC ACID;N-ALPHA-CARBOBENZOXY-L-ALPHA-AMINOHEXANEDOIC ACID;N-ALPHA-CARBOBENZOXY-L-2-AMINOADIPIC ACID;Z-AAD(2)-OH;Z-AAD(ALPHA)-OH;Z-AAD-OH;Z-L-2-AMINOHEXANEDIOIC ACID;Z-HOMOGLU-OH
• CAS NO: 24325-14-2
• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.29
• Mol File: 24325-14-2.mol

Chemical Properties

• Melting Point: 163℃
• Boiling Point: 551.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.322±0.06 g/cm3(Predicted)
• Storage Temp.: Store at RT.
• PKA: 3.91±0.21(Predicted)
• CAS DataBase Reference: Z-AAD-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-AAD-OH(24325-14-2)
• EPA Substance Registry System: Z-AAD-OH(24325-14-2)

Safety Data

• Hazardous Substances Data: 24325-14-2(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 1118-90-7 L-homoglutamic acid 
• 501-53-1 benzyl chloroformate 
• 6033-32-5 (S)-2-amino-6-hydroxyhexanoic acid 
• 56-86-0 L-glutamic acid 
• 157701-50-3 (2S)-2-amino-5-[(N-methylsulphonyl)carbamoyl]pentanoic acid 
• 2212-75-1 N₂-[(benzyloxy)carbonyl]-L-lysine 
• 749874-26-8 Nα-Z-L-aminoadipic acid-δ-semialdehyde 
• 24325-12-0 (+/-)-2-chloroacetaminohexanedioic acid 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 58456-27-2 (S)-3-(benzyloxycarbonyl)-4-(4-diazo-3-oxobutyl)-5-oxazolidinone 
• 102922-72-5 (S)-2-(((benzyloxy)carbonyl)amino)-6-hydroxyhexanoic acid 

Downstream Products

• 24325-17-5 N-benzyloxycarbonyl-α-benzylester-δ-L-α-aminoadipic acid 
• 1118-90-7 L-homoglutamic acid 
• 87141-23-9 p-nitrobenzyl N-benzyloxycarbonyl-L-α-aminoadipate 
• 141408-57-3 L-4-(3-(benzyloxycarbonyl)-5-oxo-1,3-oxazolidin-4-yl)butanoic acid 
• 1173377-33-7 N',N''-didodecyl-L-2-(Nα-benzyloxycarbonylamino)adipamide 
• 103548-47-6 (S)-benzyl 2-benzyloxycarbonylamino-9-(4-imidazolyl)-7-azanonanoate 
• 84246-49-1 2(S)-2-(benzyloxycarbonylamino)-6-hydroxyhexanoic acid, benzyl ester 
• 87829-74-1 (S)-benzyl 6-oxo-2-benzyloxycarbonylaminohexanoate 
• 69644-78-6 (S)-2-Amino-5-[(R)-2-[(R)-2-(5-amino-5-carboxy-pentanoylamino)-2-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethyldisulfanyl]-1-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethylcarbamoyl]-pentanoic acid 
• 87141-27-3 N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valine, benzhydryl ester 
• 87141-28-4 N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valylglycine, benzyl ester 
• 87141-25-1 N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine, benzhydryl ester 
• 87147-42-0 N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valine 
• 87141-26-2 N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteine 

Relevant articles and documents

Enzymes responsible for the conversion of Nα-[(benzyloxy) carbonyl]-D-lysine to Nα-[(benzyloxy)carbonyl]-D-aminoadipic acid by Rhodococcus sp. AIU Z-35-1

The enzymes responsible for the conversion of Nα- [(benzyloxy)carbonyl]-D-lysine (Nα-Z-D-lysine) to N α-Z-D-aminoadipic acid (Nα-Z-D-AAA) by Rhodococcus sp. AIU Z-35-1 were identified. Nα-Z-D-Lysine was first converted to Nα-Z-D-aminoadipic δ-semialdehyde (Nα-Z-D-AASA) by D-specific amino acid deaminase, whereas Nα-Z-L-lysine was converted to Nα-Z-L-AASA by L-specific amino acid oxidase. The resulting Nα-Z-D-AASA was then converted to Nα-Z-D-AAA by the same aldehyde dehydrogenase that is responsible for Nα-Z-L-AASA oxidation. The product amount of the D-specific amino acid deaminase reached the maximum at one day of cultivation in the L-lysine medium. The aldehyde dehydrogenase reached the maximum at three days of cultivation.

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.

Vinyl sulfide cyclized analogues of angiotensin II with high affinity and full agonist activity at the AT1 receptor

Vinyl sulfide cyclized analogues of the octapeptide angiotensin II that are structurally related to the cyclic disulfide agonist c[Hcy3,5 Ang II have been prepared. The synthesis relies on the reaction of the mercapto group of a cysteine residu

THIAZOLIDINE DERIVATIVES

An object of the present invention is to provide novel thiazolidine derivatives which are useful as drugs. The thiazolidine derivatives according to the present invention are compounds represented by the following general formula [I] and salts thereof, wherein R 1is alkyl, hydroxy, alkoxy, alkoxyalkyl, phenyl, phenylalkyl, phenylalkoxy, phenoxy, phenoxyalkyl, amino, alkylamino or a nonaromatic heterocycle; R 2is H or alkyl; R 3is H, alkyl or phenyl; R 4is H or alkyl; R 5is alkyl, halogenoalkyl, hydroxy, alkoxy, phenyl, phenylalkoxy, phenoxy, carboxyl, alkoxycarbonyl, phenylalkoxycarbonyl or an aromatic heterocycle; A 1is alkylene; and A 2is alkylene.

Tricyclic compounds with pharmaceutical activity

The invention relates to tricyclic compounds of formula (I) STR1 wherein R1 is hydrogen, amino, (1-4C)alkyl, (1-4C)alkoxy, hydroxy-(1-4C)alkyl or fluoro-(1-4C)alkyl; R2 is hydrogen, (1-4C)alkyl, (3-4C)alkenyl, (3-4C)alkynyl, hydroxy-(2-4C)alkyl, halogeno-(2-4C)alkyl or cyano-(1-4C)alkyl; Ar is optionally-substituted phenylene, thiophenediyl, thiazolediyl, pyridinediyl or pyrimidinediyl; and R3 includes a group of the formula --NHCH(CO2 H)--A1 --Y1 wherein A1 is (1-6C)alkylene and Y1 is carboxy, tetrazol-5-yl, N-?(1-4C)alkylsulphonyl!carbamoyl, N(phenylsulphonyl)carbamoyl, tetrazol-5-ylthio, tetrazol-5-ylsulphinyl or tetrazol-5-ylsulphonyl; or pharmaceutically-acceptable salts or esters thereof; to processes for their manufacture; to pharmaceutical compositions containing them; and to their use as anti-cancer agents.

L-α-AMINOADIPIC ACID FROM L-GLUTAMIC ACID

A convenient procedure for the preparation of L-α-aminoadipic acid from L-glutamic acid is described.

Synthesis of Thyrotropin-Releasing Hormone Analogues. 2. Tripeptides Structurally Greatly Differing from TRH with High Central Nervous System Activity

A new series of thyrotropin-releasing hormone (TRH) analogues, obtained by further modifications of our most potent central nervous system (CNS) stimulating neutral tripeptides at both termini, were synthesized by the pentafluorophenyl ester method and tested for CNS and thyrotropin (TSH) releasing activity.Replacement of pyroglutamic acid by pyro-2-aminoadipic acid, 2-oxoimidazolidine-4-carboxylic acid or γ-butyrolactone-γ-carboxylic acid and that of proline by pipecolic acid, thiazolidine-4-carboxylic acid, or homoproline in 2>- and 2>TRH led to tripeptides structurally widely different from TRH.In spite of this fact, 7 of the 17 analogues (1, 2, 8-10, 16, and 17) have stronger anticataleptic effect than TRH, with negligible or no hormonal potency.The highest CNS activity was achieved when pyroglutamic acid was replaced by pyro-2-aminoadipic acid at the N-terminus .A novel synthesis of L-2-aminoadipic acid suitable for large-scale preparation is also described.

SYNTHESIS OF THE RACEMIC AND OPTICALLY ACTIVE FORMS OF GIZZEROSINE, THE INDUCER OF GIZZARD EROSION IN CHICKS

The racemate end both the (R)- and (S)-forms of gizzerosine were synthesised, and the (S)-isomer was identified as the toxic substance in fish meal causing severe gizzard erosion (black vomit) in chicks.