142855-80-9

Basic information

• Product Name: Z-DAP(FMOC)-OH
• Synonyms: RARECHEM EM WB 0115;NALPHA-Z-NBETA-FMOC-L-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-Z-N-BETA-FMOC-L-DIAMINOPROPIONIC ACID;N-ALPHA-BENZYLOXYCARBONYL-N-BETA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLOURENYLMETHOXYCARBONYL)-L-ALPHA, BETA-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-ALPHA-BETA-DIAMINOPROPIONIC ACID;Z-3-(FMOC-AMINO)-L-ALANINE;Z-DAP(FMOC)-OH
• CAS NO: 142855-80-9
• Molecular Formula: C₂₆H₂₄N₂O₆
• Molecular Weight: 460.48
• EINECS: 1533716-785-6
• Product Categories: Unusual Amino Acids;amino acids
• Mol File: 142855-80-9.mol

Chemical Properties

• Boiling Point: 722.985 °C at 760 mmHg
• Flash Point: 391.048 °C
• Appearance: White/Powder
• Density: 1.32 g/cm³
• Vapor Pressure: 6.13E-22mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: Store at 0°C
• BRN: 6356947
• CAS DataBase Reference: Z-DAP(FMOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-DAP(FMOC)-OH(142855-80-9)
• EPA Substance Registry System: Z-DAP(FMOC)-OH(142855-80-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 142855-80-9(Hazardous Substances Data)

Usage

Uses

N-Benzyloxycarbonyl-3-(Fmoc-amino)-L-alanine is a useful intermediate for organic synthesis.

InChI:InChI=1/C26H24N2O6/c29-24(30)23(28-26(32)33-15-17-8-2-1-3-9-17)14-27-25(31)34-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,28,32)(H,29,30)/t23-/m0/s1

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 35761-26-3 (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 

Downstream Products

• 151132-67-1 N^α-Cbz-N^β-Fmoc-Apa-OTmse 
• 403736-50-5 [2-benzyloxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-acetic acid tert-butyl ester 
• 151132-73-9 Cbz-N^β-(bis-Bu^t-acetate)-Apa-OTmse 
• 151132-70-6 (S)-3-Amino-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester 
• 403736-58-3 [2-benzyloxycarbonylamino-3-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-propionylamino]-acetic acid tert-butyl ester 

Relevant articles and documents

BENZIMIDAZOLE COMPOUNDS THAT ARE VITRONECTIN RECEPTOR ANTAGONISTS

The present invention provides compounds having formula (I) wherein n, p, q and r are each independently selected from 0 or 1; a, b, c, and d each independently represents a carbon or nitrogen atom, with the proviso that no more than two of a, b, c, and d are nitrogen atoms; Y and Y' each independently represents 1-4 optional substituents selected from alkyl, alkoxy, halo, -CF3, and -C(O)OH; R, R, R and R are H or specified substituents; R, R, R, R, R, R, R and R are independently selected from H or C1-C3 alkyl; or a biolabile ester thereof, or a pharmaceutically acceptable salt thereof. Also provided are methods of using these compounds for treating vitronectin-mediated disorders, e.g., cancer, retinopathy, artherosclerosis, vascular restenosis, and osteoporosis.

Synthesis and evaluation of novel dipeptide-bound 1,2,4-thiadiazoles as irreversible inhibitors of guinea pig liver transglutaminase.

Herein we report the synthesis and evaluation of 14 novel peptides as potential irreversible inactivators of guinea pig liver transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include a 1,2,4-thiadiazole group. The side chain length of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. Their inactivation rate constants were measured using a direct continuous spectrophotometric method and were found to vary between 0.330 to 0.89 microM(-1) min(-1).

Metal Chelating Amino Acids in the Design of Peptides and Proteins. Synthesis of Nα-Fmoc/But Protected Amino Acids Incorporating Aminodiacetic Acid Moiety.

The synthesis of Fmoc/But protected amino acid chelators 14, 15, 16 and 24 is described.With respect to their Boc/Bzl derivatives, the title compounds offer synthetic advantage: peptide Ac-Ada(1)-Ala3-Ada(1)-Ala4-Glu-Lys-NH2 was assembled by So