123180-69-8 Usage
Uses
Used in Peptide Synthesis:
FMOC-ORN(BOC)-OPFP is used as a key component in peptide synthesis for the creation of larger peptide structures. The FMOC group protects the N-terminal amino group, preventing unwanted reactions during the synthesis process. The ornithine with a tert-butyloxycarbonyl protecting group ensures that the peptide chain is correctly elongated without premature termination or side reactions. The OPFP moiety allows for the incorporation of a fluorescent tag, which can be instrumental in the detection and analysis of the synthesized peptides.
Used in Fluorescent Labeling of Peptides:
In the field of molecular biology and biochemistry, FMOC-ORN(BOC)-OPFP is used as a fluorescent labeling agent for peptides. The OPFP component provides a means to tag peptides with a fluorescent marker, which is essential for applications such as fluorescence microscopy, flow cytometry, and other techniques that require the visualization and tracking of specific biomolecules within complex biological systems.
Used in Drug Development:
FMOC-ORN(BOC)-OPFP may also find application in the pharmaceutical industry as a building block for the development of peptide-based drugs. FMOC-ORN(BOC)-OPFP's ability to protect and facilitate the synthesis of specific peptide sequences can be leveraged to create therapeutic agents with precise structures and functions, potentially leading to more effective and targeted treatments for various diseases.
Used in Research and Diagnostics:
In the realm of scientific research and diagnostics, FMOC-ORN(BOC)-OPFP is used as a tool for studying peptide interactions, conformations, and dynamics. FMOC-ORN(BOC)-OPFP's fluorescent properties make it an ideal candidate for investigating the behavior of peptides in vitro and in vivo, providing insights into their biological roles and potential applications in medicine and biotechnology.
Check Digit Verification of cas no
The CAS Registry Mumber 123180-69-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,3,1,8 and 0 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 123180-69:
(8*1)+(7*2)+(6*3)+(5*1)+(4*8)+(3*0)+(2*6)+(1*9)=98
98 % 10 = 8
So 123180-69-8 is a valid CAS Registry Number.
InChI:InChI=1/C31H29F5N2O6/c1-31(2,3)44-29(40)37-14-8-13-21(28(39)43-27-25(35)23(33)22(32)24(34)26(27)36)38-30(41)42-15-20-18-11-6-4-9-16(18)17-10-5-7-12-19(17)20/h4-7,9-12,20-21H,8,13-15H2,1-3H3,(H,37,40)(H,38,41)/t21-/m0/s1
123180-69-8Relevant articles and documents
Preparation and Structure-Activity Relationships of Simplified Analogues of the Antifungal Agent Cilofungin: A Total Synthesis Approach
Zambias, Robert A.,Hammond, Milton L.,Heck, James V.,Bartizal, Ken,Trainor, Charlotte,et al.
, p. 2843 - 2855 (2007/10/02)
The echinocandins are a well-known class of lipopeptides characterized by their potent antifungal activity against Candida species.The mechanism of action of the echinocandins is generally thought to be the inhibition of β-1,3-glucan synthesis, an important structural component in the cell wall of Candida species.Extensive structure-activity studies on the fatty acid side chain of echinocandin B (1) led to the preparation of the clinical candide cilofungin (4).However, little is known about the cyclic peptide.We now report the preparation, by solid-phase synthesis, of a series of simplified analogs of cilofungin in which the unusual amino acids found in the echinocandins were replaced with more readily accesible natural amino acids.The solid-phase approach to the total synthesis of these analogs allowed us to conveniently explore structural modifications that could not be accomlished by chemical modification of the natural product.The simplest analog 5 showed no biological activity.Structural complexity was then returned to the sytem in a systematic fashion so as to reapproach the original cilofungin structure.Antifungal activity and the inhibition of β-1,3-glucan synthesis were monitored at each step of the process, thereby revealing the basic structure-activity relationships of the amino acids and the minimal structural requirements for biological activity in the echinocandin ring system.The results suggests that the 3-hydroxy-4-methylproline residue enhances activity but the L-homotyrosine residue is crucial for both antifungal activity and the inhibition of β-1,3-glucan synthesis.
