Name: Fmoc-Gly-Gly-OH
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Synonyms

N-Fmoc-L-glycylglycine; 2-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)acetamido)acetic acid

IUPAC Name

2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]acetic acid

Canonical SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(=O)NCC(=O)O

InChI

InChI=1S/C19H18N2O5/c22-17(20-10-18(23)24)9-21-19(25)26-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2,(H,20,22)(H,21,25)(H,23,24)

InChIKey

FBKUOPULLUJMOC-UHFFFAOYSA-N

Density

1.338±0.06 g/cm3(Predicted)

Solubility

10 mm in DMSO

Melting Point

176-177 °C

Flash Point

367.5±28.7 °C

Index Of Refraction

1.613

PSA

104.73000

Vapor Pressure

0.0±2.2 mmHg at 25°C

Appearance

White powder

Quantity

Data not available, please inquire.

Shelf Life

0-4°C for short term (days to weeks), or -20°C for long term (months).

Shipping

-20°C (International: -20°C)

Storage

-20°C

Pictograms

Irritant

Signal Word

Warning

Boiling Point

684.1±45.0 °C(Predicted)

Biological Activity

Fmoc-Gly-Gly-OH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1] .

Fmoc-Gly-Gly-OH, also known as fluorenylmethyloxycarbonyl-glycyl-glycine, plays a pivotal role in peptide synthesis and biochemistry. Here are four key applications of Fmoc-Gly-Gly-OH:

Peptide Synthesis: Serving as a fundamental component in the construction of larger peptides and proteins, Fmoc-Gly-Gly-OH features an Fmoc protection group that can be effortlessly removed under mild conditions, facilitating the gradual assembly of intricate peptides. This versatility renders it indispensable for the tailored production of peptides for both research and therapeutic endeavors, enabling precision in peptide design.

Drug Development: In the realm of pharmaceutical innovation, Fmoc-Gly-Gly-OH emerges as a cornerstone for crafting peptide-based drugs and therapeutics. By integrating this dipeptide into peptide structures, researchers can engineer drugs with targeted biological functions and enhanced stability. This strategic approach aids in the creation of groundbreaking medications for a diverse array of ailments, spanning from cancers to metabolic disorders.

Structural Biology: Delving into the complexities of protein folding and structure elucidation, scientists leverage Fmoc-Gly-Gly-OH in their investigations. By synthesizing peptides incorporating Fmoc-Gly-Gly motifs, researchers can probe the significance of specific residues in protein stability and functionality, unraveling the intricate mechanisms underpinning various diseases and refining the development of therapeutic proteins with improved efficacy.

Bioconjugation: The versatile nature of Fmoc-Gly-Gly-OH extends to bioconjugation applications, wherein peptides are conjugated to diverse molecules such as fluorophores, biotin, or antibodies. This technique facilitates the exploration of molecular interactions and aids in the creation of diagnostic tools vital for biomedical research. Bioconjugates crafted using Fmoc-Gly-Gly-OH find widespread utility in assays and imaging methodologies, offering insights into and quantifying biological processes with precision and clarity.

1.Hydroxymethyl Salicylaldehyde Auxiliary for a Glycine-Dependent Amide-Forming Ligation.

Fouché M1, Masse F1, Roth HJ1. Org Lett. 2015 Oct 16;17(20):4936-9. doi: 10.1021/acs.orglett.5b02350. Epub 2015 Oct 1.

A new amide-forming ligation that requires a glycine or a primary amine at the linkage site is described herein. The distinguishing feature of this ligation is its reliance on an O-hydroxymethyl salicylaldehyde ester at the C-terminus which allows, via an N,O-acetal intermediate, the formation of a native peptide bond.

Catalog	Product Name	CAS
BADC-01586	Fmoc-Gly-Gly-Gly-Gly-OH	1001202-16-9
BADC-00972	Fmoc-Gly-Gly-Phe-OH	160036-44-2
BADC-01104	Fmoc-Gly-Gly-Phe-OtBu	236426-37-2
BADC-01815	Fmoc-Gly-Gly-allyl propionate	2766214-15-5
BADC-01880	Fmoc-Gly-Gly-Phe-Gly-CH2-O-CH2-Gly-CH2-O-CH2-Cbz
BADC-01261	Fmoc-Gly-Gly-D-Phe-OH
BADC-01262	Fmoc-Gly-Gly-D-Phe-OtBu