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S4250

Sigma-Aldrich

D-Serine

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

β-Hydroxyalanine, (R)-2-Amino-3-hydroxypropionic acid, Ser

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About This Item

Empirical Formula (Hill Notation):
C3H7NO3
CAS Number:
312-84-5
Molecular Weight:
105.09
Beilstein:
1721403
EC Number:
206-229-4
MDL number:
MFCD00004269
UNSPSC Code:
12352209
PubChem Substance ID:
24278008
NACRES:
NA.32
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Product Name

D-Serine, ≥98% (TLC)

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

application(s)

cell analysis

SMILES string

N[C@H](CO)C(O)=O

InChI

1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1

InChI key

MTCFGRXMJLQNBG-UWTATZPHSA-N

Gene Information

human ... GRIN1(2902)

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General description

D-serine is a dextro amino acid present in neurons, astrocytes, and microglia. It is synthesized from L-serine by the enzyme serine racemase. Racemase also catalyzes the breakdown of D-serine into ammonia and pyruvate. It is oxidized to hydroxypyruvate by D-amino acid oxidase.[1]
D-serine is an unusual amino acid expressed in the mammalian brain.[2]

Application

D-serine has been used as a substrate in D-amino acid oxidase (DAO) activity in human 1321N1 astrocytoma cells.[3] It has also been used in intracerebroventricular administration in rat for the induction of antinociceptive effect.[4]
D-serine has been used to prevent glycine-dependent desensitization of N-methyl D-aspartate receptor (NMDAR) and to study its effects on NMDARs to correct behavioral abnormalities in rats after partial sciatic nerve ligation (PSNL).[5][6]

Biochem/physiol Actions

D-serine is essential for the normal development of dendrites, neuroblast migration and may have therapeutic potential for treating schizophrenia and depression states.[7] The levels of D-serine is elevated in traumatic brain injury (TBI).[8]
D-serine is an agonist and glycine mimic which is active at the strychnine-insensitive glycine binding site associated with the N-methyl-D-aspartate (NMDA) receptor as well as the inhibitory post-synaptic glycine receptor. Along with glutamate, it has a role in various physiological processes including synaptic plasticity and receptor transmission. Dysregulation of D-serine signaling has been linked with neurodegenerative diseases and disorders.[2][9]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2820V
WXBD8350V
WXBD4938V
WXBD1238V
SLCC4654

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D-Glutamic acid ≥99% (TLC)

Sigma-Aldrich

G1001

D-Glutamic acid

L-Serine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

54763

L-Serine

DL-Serine for synthesis

Sigma-Aldrich

8.41235

DL-Serine

D-amino acids in the brain: D-serine in neurotransmission and neurodegeneration.
Wolosker H
FEBS Journal, 275(14), 3514-3526 (2008)
Enhanced astrocytic d-serine underlies synaptic damage after traumatic brain injury
Perez EJ, et al.
The Journal of Clinical Investigation, 127(8), 3114-3125 (2017)
Impact of Aging in Microglia-Mediated D-Serine Balance in the CNS
Beltran-Castillo S, et al.
Mediators of Inflammation, 2018 (2018)
Differential roles of hippocampal glutamatergic receptors in neuropathic anxiety-like behavior after partial sciatic nerve ligation in rats.
Wang XQ
BMC Neuroscience, 16, 14-14 (2015)
Imaging calcium concentration dynamics in small neuronal compartments.
Yasuda R
Science's STKE : Signal Transduction Knowledge Environment, 219, p15-p15 (2004)
View All Related Papers

Questions

1–9 of 9 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the reason your D-Serine is not suitable for human consumption? Do you know from where suitable for human consumption D-Serine can be sourced?

    1 answer

    1. The products that we sell are for research use only, they should not be used in humans.

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  4. What is the solubility of Product S4250, D-Serine?

    1 answer

    1. This product is soluble in water at a concentration of 50mg/mL. It is also soluble in 1M hydrochloric acid.  It is not soluble in ethanol or ether.

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  5. How does the storage temperature relate to shipping conditions?

    1 answer

    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

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  6. Is Product S4250, D-Serine, suitable for human consumption?

    1 answer

    1. This product is not suitable for human consumption.  This product is intended primarily for laboratory research purposes and should not be used for any other purposes, including but not limited to, in vitro diagnostic purposes, in foods, drugs, medical devices, or cosmetics for humans or animals, or for other commercial purposes.

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  7. What is the melting point for S4250, D-Serine?

    1 answer

    1. The melting point for this product is 228°C.

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  8. Can D-Serine, Product No. S4250, be autoclaved?

    1 answer

    1. Yes, solutions of this product can be autoclaved.

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  9. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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