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Z-D-DAP(FMOC)-OH is a chemical compound that features a dipeptide (Z-D-DAP), a fluorescent tag (FMOC), and a carboxylic acid group (OH). The dipeptide Z-D-DAP, known as benzyl 2,6-diaminopimelate, is a synthetic derivative of diaminopimelic acid (DAP), a component of bacterial cell walls. The FMOC tag serves as a fluorescent marker in research, while the carboxylic acid group allows for additional chemical modifications and conjugations. Z-D-DAP(FMOC)-OH is valuable for its potential use in the synthesis of peptide-based compounds and as a research tool for studying bacterial cell wall biosynthesis.

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  • D-Alanine,3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N-[(phenylmethoxy)carbonyl]-

    Cas No: 185968-90-5

  • USD $ 1.9-2.9 / Gram

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  • 185968-90-5 Structure
  • Basic information

    1. Product Name: Z-D-DAP(FMOC)-OH
    2. Synonyms: (R)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(benzyloxycarbonylamino)propanoic acid;N-alpha-Cbz-N-gamma-Fmoc-D-2,4-diaminopropionic acid;Z-Nβ-Boc-D-2,3-diaMinopropionic acid;Z-D-Dapa(Fmoc)-OH;Cbz-D-Dap(Fmoc)-OH;N-ALPHA-BENZYLOXYCARBONYL-N-BETA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLOURENYLMETHOXYCARBONYL)-D-ALPHA, BETA-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-D-ALPHA,BETA-DIAMINOPROPIONIC ACID
    3. CAS NO:185968-90-5
    4. Molecular Formula: C26H24N2O6
    5. Molecular Weight: 460.48
    6. EINECS: 1533716-785-6
    7. Product Categories: Unusual Amino Acids;amino acids
    8. Mol File: 185968-90-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: Z-D-DAP(FMOC)-OH(CAS DataBase Reference)
    10. NIST Chemistry Reference: Z-D-DAP(FMOC)-OH(185968-90-5)
    11. EPA Substance Registry System: Z-D-DAP(FMOC)-OH(185968-90-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 185968-90-5(Hazardous Substances Data)

185968-90-5 Usage

Uses

Used in Chemical Synthesis:
Z-D-DAP(FMOC)-OH is used as a building block in the synthesis of peptide-based compounds, leveraging its dipeptide structure and carboxylic acid group for the creation of complex molecular architectures.
Used in Research and Development:
In the field of chemical and biological research, Z-D-DAP(FMOC)-OH is used as a fluorescent labeling reagent, taking advantage of the FMOC tag to track and visualize molecules in various experimental setups.
Used in Bacterial Cell Wall Studies:
Z-D-DAP(FMOC)-OH is utilized as a tool for studying the biosynthesis of bacterial cell walls, given its structural similarity to diaminopimelic acid, a key component in the cell wall's integrity.
Used in Pharmaceutical Development:
Given its potential interactions with bacterial cell wall components, Z-D-DAP(FMOC)-OH may be explored as a precursor in the development of new antibiotics or other pharmaceuticals targeting bacterial infections.
Used in Bioconjugation and Drug Delivery:
The carboxylic acid group in Z-D-DAP(FMOC)-OH allows for its use in bioconjugation, where it can be linked to other biomolecules or drug molecules for targeted drug delivery applications.
Used in Diagnostics:
The fluorescent properties of the FMOC tag in Z-D-DAP(FMOC)-OH can be employed in diagnostic assays, where the compound can serve as a marker for detecting specific biological interactions or processes.

Check Digit Verification of cas no

The CAS Registry Mumber 185968-90-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,5,9,6 and 8 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 185968-90:
(8*1)+(7*8)+(6*5)+(5*9)+(4*6)+(3*8)+(2*9)+(1*0)=205
205 % 10 = 5
So 185968-90-5 is a valid CAS Registry Number.

185968-90-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-2-(phenylmethoxycarbonylamino)propanoic acid

1.2 Other means of identification

Product number -
Other names (R)-3-(9-fluorenylmethoxycarbonylamino)-2-(benzyloxycarbonylamino)propanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:185968-90-5 SDS

185968-90-5Downstream Products

185968-90-5Relevant articles and documents

Total synthesis of quinaldopeptin and its analogues

Ichikawa, Satoshi,Okamura, Takuya,Matsuda, Akira

, p. 12662 - 12670 (2013)

The first total synthesis of quinaldopeptin (1) was accomplished. Our approach to the synthesis of 1 includes the solid-phase peptide synthesis of the linear decapeptide 4 followed by macrocyclization and introduction of the quinoline chromophores 2 at a late stage of the synthesis. As for the preparation of 4, a fragment coupling approach was applied considering the C2 symmetrical structure of 1. Chromophore analogues 22 and 23 and desmethyl analogue 27 were also prepared in a manner similar to the synthesis of 1. Synthetic 1 exhibits a strong cytotoxicity with the IC50 value of 3.2 nM. On the other hand, the activity of 23 and 27 was largely reduced.

BENZIMIDAZOLE COMPOUNDS THAT ARE VITRONECTIN RECEPTOR ANTAGONISTS

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Page/Page column 26-27, (2008/06/13)

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.

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