Fmoc-Val-OH - ≥98% , CAS No.68858-20-8

CAS: 68858-20-8 Cat. No.: F100805 Molecular Weight: 339.39 Beilstein Registry Number: 2177443 EC Number: 272-515-0

GRADE & PURITY ≥98%

Synonyms

AKOS015924209 | STR09734 | Fmoc-Val-OH | (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyric acid | AM82369 | N-alpha-FMOC-L-VALINE | L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]- | SCHEMBL120703 | AC8023 | M03378 | FMOC-VALINE | EN300-81244 |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Fmoc-Val-OH is an Fmoc protected valine derivative that is potentially useful for proteomics studies and solid phase peptide synthesis techniques. Valine is one of the simplest amino acids - an isopropyl group as the side chain. This smaller side chain confers a fairly high degree of flexibility when incorporated into a polypeptide chain. The Fmoc group is typically removed with a base such as pyridine - an orthogonal de-protection strategy to the acid labilie Boc group.
An Fmoc protected valine derivative

Application：

As a starting material, Fmoc Val OH can be used for:
1、Synthesize pentapeptides containing difficult sequences using O-acyl isopeptide units；
2、Synthesis of peptides through Fmoc solid-phase method

Specifications

Synonyms

AKOS015924209 | STR09734 | Fmoc-Val-OH | (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyric acid | AM82369 | N-alpha-FMOC-L-VALINE | L-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]- | SCHEMBL120703 | AC8023 | M03378 | FMOC-VALINE | EN300-81244 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191097
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191097
• Canonical Smiles: CC(C)C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid
• InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N
• INCHI: 1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• WGK Germany: 3
• Molecular Weight: 339.39
• Beilstein: 2177443
• Reaxy-Rn: 2399037
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2399037&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Fluorenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Fluorenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Fluorenes
• Alternative Parents: Valine and derivatives Carbamate esters Organic carbonic acids and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Fluorene - Valine or derivatives - Alpha-amino acid or derivatives - Carbamic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organonitrogen compound - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in methanol gives very faint turbidity.
• Specific Rotation[α]: -17.5 ° (C=1, DMF)
• Melt Point(°C): 143-146°C
• Molecular Weight: 339.400 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 339.147 Da
• Monoisotopic Mass: 339.147 Da
• Topological Polar Surface Area: 75.600 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 470.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Zhanpeng Ren, Jianying Wang, Chenglong Xue, Minghua Deng, Haiyang Yu, Tianci Lin, Jiayuan Zheng, Rongxiang He, Xianbao Wang, Jinhua Li.  (2023)  Ultrahighly Sensitive and Selective Glutathione Sensor Based on Carbon Dot-Functionalized Solution-Gate Graphene Transistor.  ANALYTICAL CHEMISTRY,      [PMID:37971943] [10.1021/acs.analchem.3c03656]

2. Xingjie Lu, Zhen Liu, Xin Wang, Yuekun Liu, Hongchao Ma, Meiwen Cao, Wentao Wang, Taihong Yan.  (2024)  Construction of MnO2@ZIF-8 core-shell nanocomposites for efficient removal of Sr2+ from aqueous solution.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.133317]

3. Xiao Mengzhu, Wu Yujia, Li Wanzhen, Wang Jun, Zhang Weiwei, Gui Lin, Ge Fei.  (2025)  Synthesis of ZIF-8 Coated MnO2 Functionalized Antibacterial Peptide Nanoparticles and Its Antibacterial and Wound-Healing Promotion Studies.  CURRENT MICROBIOLOGY,  82  (9): (1-14).  [PMID:40715821] [10.1007/s00284-025-04378-9]