CAS 79990-15-1

N-(9-Fluorenylmethoxycarbonyl)-D-alanine

Description:

N-(9-Fluorenylmethoxycarbonyl)-D-alanine, commonly referred to as Fmoc-D-Ala, is a derivative of the amino acid D-alanine that is widely used in peptide synthesis. This compound features a protective Fmoc (9-fluorenylmethoxycarbonyl) group, which is crucial for the selective protection of the amino group during the synthesis of peptides. The Fmoc group can be easily removed under basic conditions, allowing for the subsequent coupling of other amino acids. Fmoc-D-Ala is characterized by its stability under acidic conditions and its solubility in organic solvents, making it suitable for solid-phase peptide synthesis. The presence of the D-alanine configuration can influence the stereochemistry and biological activity of the resulting peptides. Additionally, the compound is typically handled with standard laboratory safety precautions, as it may pose risks if ingested or inhaled. Overall, Fmoc-D-Ala is an essential building block in the field of peptide chemistry, facilitating the synthesis of various bioactive peptides and proteins.

Formula: C₁₈H₁₇NO₄

InChI: InChI=1S/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m1/s1

InChI key: InChIKey=QWXZOFZKSQXPDC-LLVKDONJSA-N

SMILES: C(OC(N[C@@H](C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Synonyms:

• (2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)propanoic acid
• (2R)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid
• (2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]propanoic acid
• (R)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]propionic acid
• (R)-N-Fmoc-alanine
• 270: PN: US20070042401 PAGE: 36 claimed protein
• 962: PN: WO2006135786 PAGE: 69 claimed protein
• <span class="text-smallcaps">D</span>-Alanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• <span class="text-smallcaps">D</span>-Fmoc-Alanine
• FMOC-<span class="text-smallcaps">D</span>-Alanine
• Fmoc-D-Ala-OH
• Fmoc-D-Ala-OH*H2O
• N-(9-Fluorenylmethoxycarbonyl)-<span class="text-smallcaps">D</span>-alanine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">D</span>-alanine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-alanine
• NALPHA-9-Fluorenylmethoxycarbonyl-D-alanine
• N-(9-Fluorenylmethoxycarbonyl)-D-alanine

N-Fmoc-D-alanine, 95%

CAS: 79990-15-1

N-Fmoc-D-alanine is potentially useful for proteomics studies and solid phase peptide synthesis techniques. It is also essential for the biosynthesis of peptidoglycan cross linking sub-units that are used for bacterial cell walls. This Thermo Scientific Chemicals brand product was originally part o

Formula: C₁₈H₁₇NO₄

Purity: 95%

Molecular weight: 311.34

Ref: 02-H62395

Fmoc-D-Ala-OH · H₂O

CAS: 79990-15-1

Bachem ID: 4005510.

Formula: C₁₈H₁₇NO₄·H₂O

Purity: 99.9%

Color and Shape: White

Molecular weight: 329.35

Ref: 01-4005510

N-(9-Fluorenylmethoxycarbonyl)-D-alanine

CAS: 79990-15-1

Formula: C₁₈H₁₇NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 311.3319

Ref: IN-DA003QN2

D-Alanine-3,3,3-d3-N-FMOC

CAS: 79990-15-1

Formula: CD₃CH(NHFMOC)COOH

Purity: 99 atom % D

Color and Shape: White Solid

Molecular weight: 314.35

Ref: 3U-D6665

D-Alanine-2,3,3,3-d4-N-FMOC

CAS: 79990-15-1

Formula: CD₃CD(NHFMOC)COOH

Purity: 98 atom % D

Color and Shape: White Solid

Molecular weight: 315.36

Ref: 3U-D6667

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-alanine

CAS: 79990-15-1

Formula: C₁₈H₁₇NO₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Orange to Green powder to crystaline

Molecular weight: 311.34

Ref: 3B-F0596

Fmoc-D-alanine-OH

CAS: 79990-15-1

Fmoc-D-alanine-OH

Formula: C₁₈H₁₇NO₄

Purity: 98% (max.6%H2O)

Color and Shape: white solid

Molecular weight: 311.33188g/mol

Ref: 54-OR1492

Fmoc-D-Ala-OH

CAS: 79990-15-1

Formula: C₁₈H₁₇NO₄

Purity: ≥ 99.0%

Color and Shape: White to off-white, beige or faint yellow powder

Molecular weight: 311.33

Ref: 7W-GM6660

N-Fmoc-D-alanine

Controlled Product

CAS: 79990-15-1

Applications N-Fmoc-D-alanine is the N-Fmoc-protected form of D-Alanine (A480995). D-Alanine is an amino acid that is commonly found in bacteria, such as Streptococcus faecalis. It is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls. D-Alanine is also known to cause cytotoxic oxidative stress in brain tumour cells.
References Ellsworth, B., et al.: Chem. Biol., 3, 37 (1996); Ferrari, E. et al.: Nat. Biotech., 3, 1003 (1985); Stegman, L., et al.: Human Gene Ther., 9, 185 (1998); Wood, W. & Gunsalus, I.: J. Biol. Chem., 190, 403 (1951)

Formula: C₁₈H₁₇NO₄

Color and Shape: Neat

Molecular weight: 311.33

Ref: TR-F619955

Fmoc-D-Ala-OH

CAS: 79990-15-1

M03348 - Fmoc-D-Ala-OH

Formula: C₁₈H₁₇NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 311.337

Ref: 10-M03348

FMOC-D-Alanine extrapure, 99%

CAS: 79990-15-1

Formula: C₁₈H₁₇NO₄

Purity: min. 99%

Color and Shape: White, Crystalline powder

Molecular weight: 311.34

Ref: SR-77535

D-Alanine-2,3,3,3-d4-N-FMOC

Controlled Product

CAS: 79990-15-1

Formula: C₁₈D₄H₁₃NO₄

Color and Shape: Neat

Molecular weight: 315.36

Ref: TR-B600408

D-Alanine-3,3,3-d3-N-FMOC

Controlled Product

CAS: 79990-15-1

Formula: C₁₈D₃H₁₄NO₄

Color and Shape: Neat

Molecular weight: 314.36

Ref: TR-F619956

Fmoc-D-Ala-OH

CAS: 79990-15-1

Fmoc-D-Ala-OH is a synthetic cyclic peptide that has been shown to have anticancer properties. This compound was synthesized by solid-phase chemistry and exhibits an inhibitory effect on cancer cells. Fmoc-D-Ala-OH blocks the synthesis of proteins in cancer cells, leading to cell death. It also inhibits the activity of serine proteases such as degarelix acetate, which are important for cancer cell growth and metastasis.

Formula: C₁₈H₁₇NO₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 311.33 g/mol

Ref: 3D-FF28884