3,6,9,12-Tetraoxapentadec-14-ynoic acid - CAS 1694731-93-5

3,6,9,12-Tetraoxapentadec-14-ynoic acid is a polyethylene glycol (PEG)-based PROTAC linker that can be used in the synthesis of a series of PROTACs.

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Molecular Formula
C11H18O6
Molecular Weight
246.26

3,6,9,12-Tetraoxapentadec-14-ynoic acid

    • Specification
      • Purity
        >95%
        Solubility
        Soluble in DMSO
        Appearance
        Pale Yellow Oily Liquid
        Storage
        Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
        Shipping
        Room temperature in continental US; may vary elsewhere.
        IUPAC Name
        2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]acetic acid
        Synonyms
        Propargyl-PEG4-CH2CO2H;Propargyl-PEG4-CH2COOH; Propargyl-PEG3-CH2COOH; Alkyne-PEG4-CH2COOH; 3,6,9,12-tetraoxapentadec-14-yn-1-oic acid
    • Properties
      • Boiling Point
        375.0±32.0°C (Predicted)
        Density
        1.151±0.06 g/cm3 (Predicted)
        InChI Key
        MJRNNISHHNMYAE-UHFFFAOYSA-N
        InChI
        InChI=1S/C11H18O6/c1-2-3-14-4-5-15-6-7-16-8-9-17-10-11(12)13/h1H,3-10H2,(H,12,13)
        Canonical SMILES
        C#CCOCCOCCOCCOCC(=O)O
    • Reference Reading
      • 1. Intra-articular injections of platelet-rich plasma, hyaluronic acid or corticosteroids for knee osteoarthritis : A prospective randomized controlled study
        Yong Huang, Xiaolu Liu, Xinliang Xu, Junbin Liu Orthopade. 2019 Mar;48(3):239-247.doi: 10.1007/s00132-018-03659-5.
        Background:Knee osteoarthritis (KOA) is a degenerative joint disease leading to pain and disability for which no curative treatment exists. Intra-articular (IA) therapies are part of this multimodal approach and are approved by the Food and Drug Administration (FDA) and European Medicines Agency (EMA). Platelet-rich plasma (PRP), hyaluronic acid (HA), and corticosteroids (CS) have been increasingly used in recent years to treat KOA.Purpose:To determine whether IA-PRP was superior to IA-HA or IA-CS administration routes in these patients.Material and
        2. ω-3 and ω-6 Fatty Acid Supplementation May Reduce Autism Symptoms Based on Parent Report in Preterm Toddlers
        Sarah A Keim, Barbara Gracious, Kelly M Boone, Mark A Klebanoff, Lynette K Rogers, Joseph Rausch, Daniel L Coury, Kelly W Sheppard, Jesse Husk, Dale A Rhoda J Nutr. 2018 Feb 1;148(2):227-235.doi: 10.1093/jn/nxx047.
        Background:Children born preterm are at increased risk of autism spectrum disorder (ASD). n-3 (ω-3) Combined with n-6 (ω-6) fatty acids including γ-linolenic acid (GLA) may benefit children born preterm showing early signs of ASD. Previous trials have reported that docosahexaenoic acid (DHA) promotes cognitive development in preterm neonates and n-3 fatty acids combined with GLA improve attention-deficit-hyperactivity disorder.Objectives:The objectives of the pilot Preemie Tots Trial were 1) to confirm the feasibility of a full-scale trial in toddlers born very preterm and exhibiting ASD symptoms and 2) to explore the effects of supplementation on parent-reported ASD symptoms and related behaviors.
        3. The interaction of glycine, aspartic acid, and lysine by the protonated macrocyclic ligand 6,19-bis(2-hydroxypropyl)-3,6,9,16,19,22-hexaaza-tricyclo-[22.2.2.2(11,14)]triaconta-11,13,24,26,27,29-hexaene
        Jin Huang, Shu-An Li, Dong-Feng Li, De-Xi Yang, Wei-Yin Sun, Wen-Xia Tang Bioorg Med Chem. 2004 Feb 1;12(3):529-35.doi: 10.1016/j.bmc.2003.11.020.
        A new hexaaza macrocyclic ligand (L) bearing two 2-hydroxypropyl pendants, 6,19-bis(2-hydroxypropyl)-3,6,9,16,19,22-hexaaza-tricyclo-[22.2.2.2(11,14)]triaconta-11,13,24,26,27,29-hexaene has been synthesized and characterized. The macrocyclic ligand was isolated as a colorless crystal, monoclinic, P2(1)/n, with a=10.757(2), b=14.214(3), c=13.746(3) A, beta=101.40(3) degrees, V=2060.3(7) A3, Z=2, R1=0.0695, and wR2=0.1538 [I>2sigma(I)]. Potentiometric studies of the macrocyclic ligand and three types of amino acids, glycine (equal numbers of carboxylate and amino groups), aspartic acid (more carboxylate groups than amino group), and lysine (more amino groups than carboxylate group) have been performed. The stability constants for the new macrocycle and binary complexes of the amino acid with the macrocyclic ligand are reported. Binary complexes are formed in aqueous solution as a result of hydrogen bonding interaction and electrostatic attraction between the host and the guest. The binding Schemes for the recognition of amino acids are suggested. From the results, it seems that this new macrocyclic ligand is able to bind three different amino acids with selectivity in aqueous solution, and the strength of binding is of the order lysine < glycine < aspartic acid.
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